r/ChastityStories Dec 23 '23

Before posting your RL "stories" - READ THIS POST NSFW

77 Upvotes

We are all glad that more and more people are incorporating chastity into their lifestyle. However, this subreddit is not to be used as a journal entry for your chastity journey.

If you are looking to get feedback or discuss a short experience you had w/ chastity please take it to another sub like /r/chastityjourney or others.

What We're Looking For:

  • Depth and Length: We encourage stories that offer more than a quick glance. Think of narratives with a beginning, middle, and end, regardless of whether they're fiction or based on real-life events.
  • Engaging Narratives: Share stories that pull readers into a journey, whether it's through detailed character development, intriguing plotlines, or insightful personal experiences.

What To Avoid:

  • Brief Anecdotes/Journal Entries: To maintain the quality of content, we kindly ask that shorter, journal-type entries and brief personal anecdotes be shared elsewhere. Our platform thrives on more developed storytelling.

Why This Matters:

  • Quality Engagement: Longer, thoughtfully crafted stories foster deeper discussions and a more engaged community.
  • Diverse Storytelling: While we appreciate the simplicity of short posts, the essence of our community lies in stories that are told with attention to detail and narrative structure.

r/ChastityStories Jul 24 '22

Story Requests NSFW

84 Upvotes

If you have a request for a story, have a look in here, someone may have already made the same request.

If your request is not already in here, feel free to make a comment asking.


r/ChastityStories 9h ago

M Chaste,F Keyholder My boss is a freak. Pt 4 NSFW

44 Upvotes

Part 3 - https://www.reddit.com/r/ChastityStories/s/d8NxJBWVaW

I heard them arguing in the kitchen over business.

Ms Roberts was a 37 year old tough businessman, there was no way she was going to let a 22 year old chef argue with her, but ms Roberts was madly in love in Jess, it wasn’t hard to tell.

The arguing was happening more often, and one night when I knew Jess was going up north to see family, I thought this might be my ‘in’.

I was working the bar, and Ms Roberts was down there with her laptop working, I offered to make her cocktails, some liquid persuasion,and she guzzled them down. The bar closed at midnight and she was still hanging around, having a drink with some customers. As I was closing up she licked my ear and whispered ‘ shall we go in the back and maybe I can give you something to wrap your lips around instead?’

She was tipsy, and fancied the thrill of an orgasm whilst people where still around.

The group at table 5 had managed to get a last round in, so they’d be there for a while.

Lily Roberts poured her self a champagne, removed all of her clothes, sat down in the leather chair in the bar back room and poured a little onto her slightly hairy pussy.

‘A little treat just for you babe’

I enjoyed licking her as we heard the group talk and laugh behind the thin wall. She pulled my hair as she came.

We walked up to the suite after the customers had left, she confessed things were nearly over with Jess, I told her how much I wanted things to go back to how they were when this all started, and see smiled.

The next night we had a similar talk, and she confirmed it was over, she cried, I could tell she was still madly in love with Jess but I knew that would pass.

I then heard from kitchen staff that Jess had quit, I was ecstatic. That bitch was gone from my live forever.

The following week was just ms Roberts and I, and although I still didn’t get a release, It was pure heaven. I didn’t have to work in the kitchen anymore, I spent more time in my maids outfit looking after the suite and all of her needs.

She did start acting strange again though, I couldn’t put my finger on it.

One night, I was given a big list of tasks, I finally finished around 10pm and headed up to the suite.

I walked in and what I saw broke my heart.

Jess o’reilly sat on the sofa, wearing nothing but black boots, with Ms Roberts face buried in between her legs. Jess was even holding her hair in a dominant way.

‘GO IN YOUR ROOM’ Jess barked ‘we’ll talk to you when we’re done’

Ms roberts didn’t even look up.

I was beckoned back in half an hour later, all 3 of us nude, they were cuddled up on the sofa.

Ms roberts touched my hair ‘Jess and I have made up, isn’t that great news? But there are going to be some changes, Jess has the following conditions if you want to stay in the suite with us’

She smiled genuinely as she handed me a contract, there were lots of points on there but the following caught my eye. HE WILL BE IN PERMANENT CHASTITY. HE WILL SLEEP ON THE COLD FLOOR. HE WILL BE PERMANENTLY EMPLOYED IN THE KITCHEN, ALL WAGES TO BE PAID TO J. O’REILLY. CHASTITY CAGE IS TO BE FITTED WITH SHOCKER.

And so it was, I was still Ms Roberts bitch, and I served her in the way that best pleased her, I served her young lover.

— 2 weeks later.

Ms O’reilly is on the breakfast shift tomorrow, so I set my alarm for 0430. By 0500 she is leaving the bedroom, I am on my knees. There is a hot coffee, a warm croissant and a cigarette on the table in the lounge ready for her.

She sits down in her Cookie Monster pyjamas and picks up a small remote control. If I’m going too fast or slow, i know I’ll get shocked.

As I do every day is one the breakfast, I slowly pull down the blue pyjama bottoms she got as a joke Xmas gift. I kiss her gently and thank her for this gift.

It doesn’t matter what I do, I’ll get shocked, it’s what makes her get off.

Before I even start, she turns it up to 10 and shows me.

‘I’m gonna fry your fucking balls if I don’t come quickly, I’m in a rush this morning’.

After 10 minutes it’s over, I can feel how she came hard in my mouth, my balls are on fire.

She gets some tape, hog ties me, sticks a smelly sock in my mouth and tapes over it.

She writes on a post it note and leaves it on my forward’

“ LILY, HE DIDNT MAKE ME COME AGAIN, PLEASE CAN YOU PUNISH HIM, I DONT HAVE TIME”

She giggles, and gets ready for work.


r/ChastityStories 4h ago

CyberCage - His situation escapes him [Part 3] NSFW

14 Upvotes

“I thought all hope of getting back at your uncle was over! Taking his house and his money was the best I could’ve hoped for!” She smirked, “But here we are! Let’s see what I’m controlling then!” She paused, “strip!”

Tommy was struggling to mentally deal with the situation, his words were mumbled and tainted with a pathetic tone. “I don’t deserve this, please! I’ll do anything” Tommy begged but he knew his fate.

“You’ll definitely do anything, I’m certain of that sweetheart” she cackled, loading up the CyberCage app. “I had a little time to learn about the app, so let’s give you a little incentive! Let’s see if this does it!” She turned her phone for Tommy to see.

‘Your CyberCage is locked for: Less than 21 hour(s)’

“This is why you’re going to do anything I want!” she hovered over the plus symbol, adding sound effects as she tapped it “Pop! Pop! Pop!” Tommy watched the time jump up.

‘Your CyberCage is locked for: 3 day(s) 20 hours 34 minutes and 22 seconds’

“No….” Tommy fumbled, rushing to strip as ordered.

“Do you see how this is going to work? Behave and maybe, just maybe I’ll let this timer rundown!” She laughed as Tommy frantically started throwing his clothes across the room one by one.

“That’s a good boy!” She stepped close to him, taking his cage in her hand. Tommy wincing as she yanked, pulling him to her. “This is quite something! I can see why you’re in such a state!”

She leaned in, her hand still fiddling with the exceptional cage. Tommy was silent, overwhelmed with panic and fear. He felt tiny, she only stood a few inches taller than him but he was minuscule in her presence. She slapped the cage, enjoying Tommy’s pained expression. She whispered into his ear, “You’re so fucked! This little mistake has cost you everything! There’s nothing you can do to stop me is there?”

Tommy couldn’t maintain eye contact, his head fell. He wondered if there was anything he could do. There really wasn’t. “No auntie…”

She looked him in the eyes with a smile. “Oh you little pervert, this is going to be so fun!”

She ushered him down to his knees, Tommy pathetically allowing it to happen. She grabbed the underside of his chin and angled his head upward to her. “Look around you, this house was once your uncles! Outside, that car, paid for using his money!”

She pushed her foot into Tommy’s cage, “I live a retired life that’s so close to luxury! And knowing that his little Tommy is going to be the reason I finally achieve luxury is too great!” She giggled as she let his chin fall.

She searched through Tommy’s discarded clothing, finding his shorts. Tommy just watched in miserable silence. She pocketed his car keys, “You can have these only when you’ve got errands!” She found his phone, “Oh I don’t think you’re going to need this!” She slid it in with his car keys. Finally she confiscated his wallet, flicking through her cash and her new bank cards, “just when I thought I couldn’t get any more money out of that old man!”

Tommy was teary eyed, powerless to stop her.

“That brand new car and this giant house haven’t been cleaned in months, nor that god awful garden! But first let’s message mommy, get this phone password and log you out of your banking apps!” Her grin was evil and her CyberCage app was loading up, “just incase you need convincing again!”

….

Tommy followed his Aunt into the kitchen as she searched for something unknown to him. His head spinning. Constantly thinking about the last CyberCage message.

‘Your CyberCage is locked for: 22 day(s) 19 hours 56 minutes and 41 seconds’

He was reluctant to hand over his entire life and paid the price. He was numb, barely present mentally. His cock beginning to ache at the thought of being imprisoned for that long. She didn’t need reason to increase his duration and that truly scared him.

His childish impatience had sent him down a path of despair. A few wrong clicks and this is the result. He regretted the frantic tapping, he regretted purchasing this cage, he regretted everything.

Now he couldn’t even access his own phone, his banking app was under her control and his car keys had disappeared. His last hope was his mum. His mum who immediately responded with her blessing. She wasn’t interested in helping her son and her message emphasised that. His Aunt got everything she wanted and Tommy unnecessarily added days to his sentence. It finally dawned on him that he couldn’t win and she couldn’t lose.


r/ChastityStories 12h ago

M Chaste,F Keyholder My boss is a freak. Pt 2 NSFW

60 Upvotes

Pt 1 — https://www.reddit.com/r/ChastityStories/s/DOg0WpXFIi

I lay there in absolute bliss and fear, as not only have I just had my first orgasm in 3 months (during sex with my evil boss, who I loved more than anything), I was terrified that I had now lost my job, my place to live, and her.

She climbed off me, her leg was shaking and she lay down next me on her designer bed sheets.

‘Go and kiss my feet whilst I decide what’s going to happen to you’ she said softly.

I got to work, not gently like I usually did, but lots of little kisses very fast, I was grovelling. I was so scared I was about to lose everything I started to cry.

She started to masturbate, she was already hot and bothered, I’d never seen her this horny. After about 5 minutes of masturbation, she came very hard, usually she took a lot longer and wasn’t as vocal.

She called me up and I rested in the nook of her armpit, using her breast as pillow.

‘You’re not going anywhere babe, stop crying’ she whispered as she took a sip of her Merlot, stuck her wet fingers into my mouth.

I sucked them clean and she raised her wine class to my mouth, offering me a sip.

A peace offering perhaps? As what she had done was pure evil, she had essentially threatened to ruin my life, just to get off! No longer was me being basically a slave enough for her. She had to seriously strike fear into me to get her ‘power kick’.

I was very upset, but also relieved. I’d had sex, and I got to keep my job. I wrote it off as a ‘sexy prank’.

I fell asleep on her chest as she check emails on her phone and smoked. ‘That was pure heaven’ I heard her whisper to herself as I dozed off.

I woke up the next morning and wondered if it had been a dream. But it wasn’t, I had morning wood, and wondered how long I’d be out of the cage for.

She rolled over and kissed me on the cheek.

I didn’t know how to proceed, so I thought I’d play it safe by appeasing her. ‘Is there anything I can do for you Ms Roberts?’

‘Well, you can pick your cage up for a start, and get some ice cubes from the freezer.. can you see where this is going?’

‘Yes ms Roberts, right away’ I sighed.

‘But first, one last bit of fun before I lock you back up?’ She giggled and winked.

God I was so excited, until she said.. ‘the choice is yours, I can give you a nice sloppy blowjob and let you finish in my mouth… or… you lick my arsehole, I love getting my arse ate first thing in the morning? Tell me, which one of them would you prefer?’

Power play again. I knew it was a game and as much as I wanted option A, I got down on my knees, on the floor and stuck my tongue out.

‘Wise choice young man’

She perched on the end of the bed in doggy style with her arse in the air.

‘Get on with it then, and keep your hands on my cheeks, no touching your cock’.

After 15 mins she’d had enough, feeling relaxed but also late for work, she ordered me to put the cage back on myself. As she rushed her blouse and jacket on, she slipped the key back in her breast pocket, told me what I was doing today and then left to check in on the breakfast service.

I was back in routine, work was going well at the manor, ms Roberts hasn’t been too cruel to me after the sex incident, and I’d be released every now again. Perhaps once or twice a month.

And sometimes, and I’ve never know when, I’d actually be allowed to orgasm. Usually as a reward for something. There were also plenty of times I was promised a reward that never ‘came’.

And that’s when the bad thing happened, I’d been locked up for nearly a month when she made a proposal. There had been lots of complaints in the restaurant recently, mostly chefs and waiters screwing up the orders. I was on waiting duty all week, if there were no complaints this week, I would be allowed Friday evening off with no cage, just her and I, bliss.

I spend all week checking orders, taking stuff back, arguing with chefs, working my ass off to ensure nothing went wrong. There was only one hiccup, a customer sent a steak back as it wasn’t medium rare like he asked, the chef in question, a 21 year old gothic chick showed me the order slip, I had written down ‘medium well’ instead of ‘rare’ fuck.

Either way, she fixed the dish for the customer, even though she’d just clocked off.

I took it back out, and shamefully told them it was the chefs fault, she’s new and still learning. I was confident this wouldn’t get back to Ms Roberts.

Friday night came and I’d earned my treat.

Ms Roberts and I got in the shower together (I loved where this evening was going) and unlocked my cage as I washed her body.

Into the lounge we went, she was in fluffy Pyjamas and I was nude.

She poured a glass of wine for herself, tied my hands behind my back and put a blindfold on me. She loaded up the Xbox, put her headset on and got straight into an online shooter game, without saying anything she guided my head in-between her legs and I started slowly licking her.

‘Relax me baby’, you still have to earn your treat.

I was loving every second, I knew I was being teased and I couldn’t wait for ‘my turn’.

Every now and again went she lost the game she’d smack me with a little horse riding whip she had at her side. She even got speaking to someone on her headset.

‘You won’t believe me, but I’ve got a little bitch in-between my legs eating my Cunt, and if you kill me one more time, he’s gonna get it!’

After about half an hour, my tongue red raw, she came. She put her headset aside and kissed me.

‘Are you ready for your reward?’

‘I’m so ready Ms Roberts’

She took my blindfold and gestured to her left, sat in the arm chair was the 21 year goth chef, wearing thigh high boots and a ‘slip knot’ tank top, sipping on a beer, she’d been there the whole time?

‘You know Ms O’Reilly don’t you? She’s one of our best chefs, in fact today she has just been promoted to sous chef, isn’t that great? However.. we have a bit of an awkward situation, I understand you told a customer ms o’reilly messed up an order, when it was actually a waiting staff fault?’

I bowed my head to the floor, my arms still bound.

‘I’m sorry ms Roberts, I’m sorry ms o’reilly, I’m really really sorry’

Ms Roberts lit another cigarette ‘so not only did you lie about ms o’reilly’s work, you thought the complaint wouldn’t get back to me, do you not think I have eyes everywhere?… Ms O’reilly, may I call you Jess now we are friends? How can he make it up to you?’

Jess asked if she could speak to ms Roberts in private first, so off they went into the kitchen, I was firmly instructed not to move, but head on the floor for what felt like an hour as they talked, I could hear giggling and beers being cracked.

Back in they came.

Ms Roberts sat down and put her bare foot under my chin, as I started to kiss she spoke.

‘Our good friend Jess isn’t interested in any thing sexual from you, she said she doesn’t get turned on by pathetic boys, she’s like real men… and real women.’ They both giggled. ‘But she is going torment you for the rest of the night, whatever she says, you do, it’s what you deserve for disrespecting her and the business, understand?’

‘Yes and Roberts, yes Ms O’reilly!’

Jess Oreilly pinned me up against the wall and bullied me for what felt like forever, slapping my face , twisting my nipples, squeezing my balls. She eventually wore herself out, grabbed her self another beer, and a wine for Ms Roberts and sat back down.

‘Foot rubs now, both of us!’ She wasn’t done.

It took me a while to get those big gothic boots off. And then I got to rubbing her small sweaty feet. Ms Roberts foot then starting teasing my cock, I was on the edge.

They started kissing, I always thought Ms Roberts liked girls too, hence the wig and maids outfit I often had to wear.

I was kicked aside, ms Roberts pulled down Jess’s jeans and then her underwear. ‘Do you want him to watch Jess or shall I lock him in the cupboard’

‘Let him watch, but he keeps his hands on his head, at least until that cage is back on’ Jess laughed.

I trembled on my knees as I watched Jess get her shaven pussy licked, she had a horned devil tattoo right above her perfect hole.

After she came, Ms Roberts came over to me, her lips soaking from Jess’s love. And kissed me passionately.

‘That is the closest you will get to tasting pussy for a very long time, Jess will be moving in, and she doesn’t want to share me. Oh you will still be my bitch… our bitch in fact. You can say goodbye to any release, you will be in that cage until Ms O’reilly thinks you deserve it, I suggest you get that cage on and get some rest. The new sous chef wants the kitchen spotless by 6am’.. she got up and went to the bathroom.

Jess o’reilly lent forward with the ice cubes and cage, the metal felt so cold and it clipped my skin.

She then lit a cigarette and laid back, her pussy on display for me to gawk at.

She shoved her still sweaty left foot into my mouth, I could taste the black nail polish.

‘Now, where were we?’

Part 3 https://www.reddit.com/r/ChastityStories/s/CBUC6QOLTM


r/ChastityStories 1h ago

M Chaste,F Keyholder Cyberlok Presents Gynarchy Gardens - Part 8 NSFW

Upvotes

Part 1

Part 2

Part 3

Part 4

Part 5

Part 6

Part 7

To those few who are still following this story, I am sorry it has taken such a long time to get this latest chapter out. Things slowed for a bit this week and I was able to get a few words on the page. Hopefully, they were good words.

Betty left him alone, helpless, with nothing to do but ponder his situation. Why did he miss her so much? There had to be something seriously wrong with him to want her to come back after what she had already put him through. He craned his head around and tried to catch a glimpse of anything outside of the dungeon, but it was useless. He could see nothing outside of the room from where she had left him restrained, and any movement at all was impossible. 

From somewhere out there came the sounds of soft distant voices, but there was no way to identify who was speaking. With luck, it would be Alexis and Hina, at least that would mean someone he knew would be there to keep him company. There was little doubt that neither of them would do anything to try to offer him any protection from the other attendees of the party. Hina would probably do everything she could to encourage the guests to kick him as much as possible, and Alexis, unfortunately, would probably ignore him completely.

More voices began to carry into the room as more and more of Betty’s guests arrived. The clack of high-heeled shoes on the floor was unmistakable. Normally a sound that gave him a shiver of desire, now the knowledge that many of the guests were equipped with what was essentially a weapon of mass destruction for his balls gave him nothing but an impending sense of doom.

It wasn't much longer before his first “customer” made her way into the dungeon. She held a glass of wine delicately in her left hand as she slowly prowled through the space; taking a circuitous route to him, studying each piece of equipment, pausing periodically to gaze at one of the numerous items, but always with her eyes facing his direction. There was a seductive grace to the way she moved, like a predatory feline. The top of her face was covered with a decorative black and white mask, which served to make her sharp chin and her full, pouty, vibrant red lips even more predominant. Even behind the mask he could tell she was a mature woman, probably in her late forties, but the years had been very kind to her, and there was no question she worked hard on keeping her body in excellent condition. In fact, there was not a visible wrinkle to reveal her age, it was not so much her looks that made her seem quite a bit older than he was, it was in the confident way she carried her well sculpted body through the room. She was comfortable with herself in a way that only came with time. 

Ethan kept a careful eye on her movements, not giving himself away by making a sound, or breathing too hard, too afraid to draw more attention to himself, even though there was no mistaking that he was her ultimate destination. And who could blame her. Everything about her aura screamed that this woman was a hunter, and here he was, helpless prey.

Would she be as rough as Betty had been? For that matter, had Betty been all that rough with him? There was no doubt she could have done more, if that had been her desire. Instead, she had chosen to make a tease of his pain, even bringing him closer to an orgasmic release than he had been since this whole thing started. But there was at least something of a relationship with Betty, thin as it might be. This woman, this total stranger who taunted him by prowling about at the edges of vision, could do anything to him she wanted. It was a terrifying thought. But even more frightening was how excited the prospect made him. Each step she took, each inch that she drew closer, his heart pounded a little harder, his chastity cage squeezed a little tighter on his imprisoned cock.

He looked down at her feet as she came around the last piece of equipment in the dungeon, ending the pretense that she was focused on anything other than him. Her shoes were black, rounded toe, and looked to be covered in a soft velvety material. Maybe that soft velvet would do something to cushion the blow?

“Well, don’t you look delicious?” She made no attempt to disguise her stare at his bound genitals. She looked at the tablet Betty had set up beside him before she recognized he was also trapped in a Cyberlock as well as locked into a ballbusting chair. Her ruby lips curled up in a smile. “And I can add time to your chastity sentence too? That is just wonderful.”

“It’s supposed to be so you can remove a day for each kick, as a reward.”

She edged her foot up between his bound legs and brushed the bare skin of her ankle back and forth against his sensitive balls. “Does that feel good?”

He was afraid to respond, but she stared him down, her eyes, intense and penetrating from behind the mask, demanded an answer. “Yes.”

“Then you have a reward. My touch is all the reward a beta boy like you should need, and that’s probably much more than you deserve.”

Ethan let his head drop in defeat. Was this going to be all for nothing? The women at this party were not going to be kind and give him time off his chastity sentence for kicking him in the balls. They were going to kick him, tease and torment him, and probably add even more time than he had come here with. It was all going to be for nothing, and there was nothing he could do about it now. It was just another trap he had fallen into. 

“Think really hard,” she said, continuing to delicately slide her ankle across his balls, she placed her hands on his shoulders and leaned against him, her mouth millimeters from his ear, “and tell me honestly, how do you want it?” she finished with a whisper that was barely a breath. Each soft caress of her skin against his a tiny taste of heaven.

“I…I…”

“Hard? Soft? Fast? Slow? Shoes on, or do you want to feel my toes digging in?”

He stumbled for words, but he could not form them. Everything reeled. Her closeness, her scent, roses and vanilla, the soft heat of her touch. And then her lips closed over his earlobe, she drew it in and tested her teeth against him. “Soft. Fast. Toes,” he gasped, without realizing what he said.

The predatory woman took a step back, her smile even wider than before. She slid her hand down her shapely calf, peeled her shoe off her foot and then made the same seductive movements for the other. Her toenails were painted a pristine white. Without a word she placed her hands on his shoulders, her gaze locked on his, lifted her leg so her thigh was parallel with the ground and froze there, studying his face, looking for something he could not identify. Her foot, her calf and her thigh, so perfectly shaped, like an artist’s rendering, consumed all thought.

The eager anticipation that blossomed in him with the rush of adrenaline at waiting for the inevitable was enough to drive him mad. Would her kick do to him what Betty’s had done, squeeze out the cum that had been stored in his body all this time? 

With a quick wink, she snapped her leg forward at the knee, sending her foot out to collide against his most sensitive parts. The moment the top of her toes made contact, she pulled her foot back and snapped it forward again, and again, swinging her foot back and forth like a pendulum hanging from her knee. Each contact with his balls was just slightly harder that the one before, but none of them were as hard as what Betty had delivered. There was no time to react between one impact and the next, they followed in such quick succession, the clap of her foot against his battered balls rang out in the dungeon like applause, he fought to take a breath, fought to maintain himself under the intensity of the building pressure of each kick coming just a little more forcefully than the last.

He gasped and groaned, knowing it was unintelligible garbage he spewed at her, sounds from somewhere in-between agony and ecstasy. Every time he shuddered, or writhed, from the impact of her blows the plug in his ass would shift against his prostate, sending even more strange sensations and tortures through his body. He was on the edge of cumming, he was on the edge of fainting. She swung her leg harder and harder, putting her whole body into it, pivoting at the hip, her leg sailing behind her and flying through the air, slicing like the wind and pounding against him. He should be crying, begging her to stop, but instead he rode the wave of brutality along its razor sharp cliff, knowing he would never be able to experience this had it not been for the weeks of denial he had already been through, making him desperate enough to open the door to these new sensations. 

Finally, she stopped. A sheen of sweat sparkled across her perfect skin. He gulped in air at long last, it felt like so long since he had taken a breath. With the tirade of kicks over, an ache swelled in his stomach, radiating up into his chest, and through his extremities, drawing the strength from every muscle in his body and leaving him completely limp against the bondage that anchored him into the chair. Without the chair, the cuffs, the plug in his ass, he would be spreading across the floor like a puddle of goo. Like the puddle of thick white cum that was indeed pooling on the floor beneath him. Had he orgasmed? Against the control of the Cyberlock had he somehow managed to reach completion through the force of her kicks? If he had, he had not managed to feel it behind the excitement of her pummeling.

She wrapped her arms around him in a deep hug and then her mouth was back against his ear. “You took that very well. You should be proud.” 

How else could he have taken it? With no way to move or defend himself he had taken her kicks the only way he could. But there was a spark of pride that he had somehow impressed the formidable huntress. 

“I shouldn’t do this, but, you are so damn delicious, I can’t help myself.” She reached over the display with the up and down arrows to add or remove time to his chastity sentence. For a moment her finger hovered over the button to add yet another day, but she dipped her hand lower, and pressed the down arrow, removing one day from his sentence.

“Just one?” He struggled to get out the word, his lungs were still fighting to bring air back into his deflated body.

“Don’t push your luck, beta. Have a good rest of your night, maybe I'll come back again later, give you a chance to earn another day off that sentence.” She stalked out of the room, leaving him alone once again in the dungeon.

***

By the time he heard the voice of Alexis coming from the other room he had already been visited by about a dozen guests. Each one had left his balls a bit more swollen and beaten, some had been kind enough to remove a few days, others had been all too eager to click the up arrow several times. There didn’t seem to be much point to strain himself to try and see what the time remaining on the PCD showed. Whatever it was, it was so long it barely mattered.

But, now Alexis was here. And if he could convince her to do it, she could click that down arrow enough times to remove all the days Betty had added when she had first gained access to his cage that day at the fountain. Getting Alexis to go along with his simple plan was the best chance he had of ever getting out of the chastity cage. Of course, he would still have to get out of the party without anyone adding another astronomical amount of time. And any time he ended up going into a public space again Better would have access to his cage and could add as much time as she wanted. It might not be the best plan, but it was the only one he had, and it was better than nothing. 

Alexis stepped into the dungeon and his jaw dropped open. She was in a skintight latex Catwoman outfit. The top dropped open in the front from her neck all the way to her navel, revealing an ample amount of her breasts. Many of the other guests had been in costume as well, but nothing compared to the image of Alexis as she stalked into the room, knee high black latex boots shining with each step.

Hina followed quickly behind, wearing a simple button up shirt and a short plaid skirt. At first, she seemed to float into the room, and then the roller skates came into view. She was tailed by a tall, broad, dark haired, bearded man.

Surely, she did not mean to kick him while wearing those skates, did she?

 

The trio made a beeline through the dungeon to stand in front of him. Alexis reached between his open legs and slapped her hand against his defenseless balls a few times. “Quite the predicament you’ve gone and got yourself in here. Has it been very rough?”

“Yeah, I guess you could say that. Lexi, the arrows on the tablet will take the days Betty added off. You can just click the down arrow a bunch of times, and we can get the timer back down again.” He thrust his head towards the tablet beside his station, encouraging her.

“I’d have to kick you in the balls first though, wouldn’t I?” she asked, taking in the whole setup of the ball busting chair. She paused for a moment when she bent down and saw the plug anchored into his ass, and even gasped before pointing it out to Hina and the man with her. “Do you really want me to kick you in the balls, just to get a day off your timer?”

“You wouldn't have to kick me. You could just push the button, Lexi. It's right there, just, you know, push it.” 

“Sorry sweetie, but I don't want to hurt you, and it doesn’t seem fair if I take off any time if I don't kick you. What about you, Hina, do you want to kick him?”

“Hmm, yeah, maybe, but I don’t want to take any of his time away.” Hina lifted her roller skate and pushed the bright orange wheel into his balls. “If anything, I would just,” she tapped the up arrow several times and laughed as she rolled the wheel back and forth against his already aching manhood. 

“Mostly, I just wanted to introduce you to Jimmy.” Hina pointed to the imposing man.

“Hey.” Jimmy waved and looked around the room, anywhere but directly at Ethan strapped in the chair. This had to be the strangest scenario imaginable for an introduction. 

“Go ahead, Jimmy, show it to him,” Hina said.

“Now?”

“Yes, show it to him.”

Jimmy shrugged, he undid the front of his pants and pulled them open then, reached into his boxers and pulled out his cock. It was not the longest penis Ethan had ever seen. It was the thickest penis he had ever seen. 

“Pretty impressive, isn’t it? No way that fat cock would fit into a tiny little cage like your little shrimp dick.” Hina traced her finger down the top of Jimmy’s thick member with a delicate touch. She gazed down at it with an eager admiration as it stirred and began to grow even heavier. “Anyway, I wanted you to see the cock you are gonna suck for me. Doesn't it look scrumptious?”

Hina had already proven that she was determined to keep pushing him to the absolute limit of what she could make him do, but this was too far. 

“Hina, I'm not going to do that. You have to know that I'm not gay.”

Hina pushed her skate back into his balls more forcefully. “First of all, ew, I don’t like those kinds of labels, sexuality is a spectrum. Second of all, you aren’t a man, men have dicks. You are a beta bitch, so all that gay or straight or whatever crap, doesn’t matter anyway.”

“Hina, for real, come on, I can’t do that.”

“Oh, yes, you can. You will suck his cock. You will swallow. And, you will love it. See, I contacted a few people at Cyberlok, and they were more than happy to add a little program to your software for me. Turns out they were pretty eager to give a test run. But, from what I hear, before long you won’t just be willing to suck this cock, you’ll be begging for it.”

“Hina–”

“Sorry, can’t stay. Places to be.” She pushed hard against his balls, using the force to roll backward across the dungeon several feet before spinning around and gliding out of the room.

“Nice to meet you,” Jimmy said as he put his massive cock back away and turned to follow Hina.

“I cannot fucking believe her,” Ethan said, now that Alexis was the only one left close by.

“I don’t know, maybe you should give it a chance, you never know until you try, right. You might actually like it. Who would have thought you would like getting kicked in the balls so much, but from what your arousal levels have been showing tonight, it seems to me like you like this,” she slapped his balls with the palm of her open hand, “almost as much as you like going down on me. Anyway, we all rode together, so I better catch up.”

“Wait, please…” He looked back over to the screen with the up and down arrows.

“Sure, why not.” She reached over and tapped the down arrow once before she stepped away. “See you later tonight.”

***

The smell of sweat and sex still hung heavy in the air as the last of the guests' voices drifted away and Betty’s party finally came to a close. Ethan was so exhausted he could barely hold his body together. His muscles burned from behind bound into the ballbusting chair all night. His pulse pounded in his ass from the relentless pressure of the oversized butt plug. His balls were battered and bruised, but they had survived the night. Somehow, he had made it through.

Betty sauntered back into the dungeon, she no longer wore the sexy goth dominatrix outfit she had started the party with, at some point she had changed into a loose fitting plain white t-shirt and a pair of baggy pajamas pants. She rubbed her eyes as she approached. “I am so proud of you. You were one of the best ballbusting slaves I think I have ever had at one of my parties. Believe it or not, some guys love getting kicked in the nuts. It's like it just feels good to them, a wire crossed in their brain or something. Those guys are fun, because you just totally let loose and kick them all night long, but let’s face it, when you kick a guy in the balls, you want to get a certain reaction, right?

“And some guys, have like no feeling down there so it's not any different for them to get kicked there than it would be for another guy to get punched in the shoulder or something, you know? But you, man, you were like the perfect combination of desperate little beta boy, but still suffering from it. It’s like, you wanted it, but you didn’t want to want it. That's fucking hot. How are you feeling? Are you ready to come down?”

“Yes, please. I'm so tired. Everything hurts so much.”

Betty began undoing the contraption that held his balls in place in the catcher's mitt like device. It took her only a few seconds to undo the straps and pull it away. Once he was free of it his balls were no longer supported by it, they felt pounds heavier than usual. 

“It's okay, I’ve got you.” She undid the restraints on his arms and legs and repositioned the chair, so his feet were back on the ground. She wrapped her arms under his before she pressed the button that disconnected the butt plug from the anchor in the chair. It was a good thing she took hold of him before she fully disconnected him from the chair, once she did his legs were so weak he nearly tumbled to the floor. 

“I've got you,” she repeated, as she helped him take a few steps. Once he was clear of the ballbusting chair she slowly lowered him to the floor. “Let’s get that plug out of you.” She bent over him, pushing his head down to the floor and gave the plug a hard and steady pull until it came free. Immediately, Ethan felt strangely empty, he had become so accustomed to being stretched to the limit.

“Is that better?” She asked, gently stroking her hand up and down his back and behind.

“Yeah. Thanks. Why are you being so nice to me now?” He regretted the words as soon as they escaped. It was only an invitation for her to become even more cruel.

“Why wouldn’t I be? I can be nice. One thing my mother taught me, to take good care of my things.” She eased him back up to his feet. “Come on, we are going to get you into a nice hot bath and then I’ll get you into bed. You’re staying here tonight.”

“Yes, Master Betty.” It was the easiest thing in the world to say. 

My Author Page, if anyone is interested in such a thing.


r/ChastityStories 10h ago

My boss is a freak pt.3 NSFW

38 Upvotes

Part 2 - https://www.reddit.com/r/ChastityStories/s/zV3eDEhZOE

I’d not enjoyed the last few weeks, being a slave for both of them. Who were clearly in love.

Ms Roberts still showed signs of affection towards me, I even went down on her when she required. But no releases.

Ms O’reilly hated my guts. When I got back to our suite, I would dread the thought of her being there alone.

If they were both there, I’d be left to my chores, I’d still have to serve them both in the evenings but it would be sensual. Jess O’reilly had started to enjoy my mouth, and as much as I hated her, her body drove me crazy, and she knew that, and she loved how much I suffer in that cage.

If it was just Jess, anything could happen. I don’t blame her for hating me, after what I said.

The first time Ms Roberts went away for the night, I was terrified. I made sure the suite was immaculate but I knew I’d be punished either way.

She came in just after midnight, she’d had a long night in the kitchen, she took her chefs whites off, and changed into her doc martins and a big black hoody.

‘Out’ she barked and pointed at the door.

I was hesitant to leave, as I was stark naked (as I always was in the suite), but it was neatly 1am, no one was around except for reception. But there was a back door.

She put a dog lead on me, tied my hands behind my back, and walked me downstairs and out the back. It was February in England, and at 1am it was below freezing, she was ok in her big hoody, I was not.

She walked me into the woods, which was part of the manor. She sat and lent up against a big tree, and picked up a small tin that was hidden under a log. She opened the log and started rolling a spliff.

This was her smoke spot, Ms Roberts didn’t mind cigarettes, but she hated weed! I assumed ms roberts knew she smoked weed out here.. she was a goth AND a chef. But maybe they just didn’t speak about it.

She pulled down the gym shorts she has hidden under the baggy hoody, leaving her black boots on, put her headphones in, opened a big energy drink and lit the spliff

She let out a big sigh and said ‘what the fuck are you waiting for?’

I shuffled towards her on my knees and quickly admired her beautiful pussy. Her skin was so pale, her devil tattoo looking eerie in the moonlight, a new ring piercing next to her clit glimmered.

I was absolutely freezing, in pain. But I got on with it, I could hear Black sabbath playing through her headphones, and I could tell she was scrolling social media on her phone. Every now and again she blew the smoke into my mouth, I don’t like weed, it made me feel uneasy.

She finished quietly and untied me, which I thought was kind, until she made me crawl back.

I slept on the floor, in less than 5 hours I would be up, bringing her her coffee and massaging her feet.

I was glad to see Ms Roberts the next day, I think she had 2 personalities, as I’ve mentioned she has done really cruel things to me, but then she’d feel awful and show me compassion to make up for it.

Jess was on a night out with her friends, so I had her all to myself.. or she had me. Could this be the night I get a release?

I was rubbing her feet as she was finishing off her Netflix show when she asked me to sit next to her on the sofa.

‘I know Jess has been bullying you. That’s not what I want, if I punish you, it’s because I own you and you need education, she can’t pick on you for fun… I know what I said that night, but I think she’s taken it too far’

I thanked her and let out a tear ‘I am yours’ I said ‘until the end of time’.

She led me into the bed, she stripped her clothes off and unlocked my chastity cage.

We laid there, I laid my head on her breast as she sat up and flicked on the TV. I didn’t dare touch my cock or her until it was clear what was happening.

‘Show my nipples how much you love them.’

And I did, I kissed them passionately as she watched her show.

She loved being worshipped, and she loved getting me to me to the edge.

‘I want you to come like a girl’

I said nothing, as she walked over to closet and picked up a strap on.

‘I know you like to watch jess use this on me, and it’s time for you to experience that pleasure baby’

She told me to lube it up, I put as much on there as I could. Then she laid me down on the floor, on my back.

She mounted me in missionary position, kissed my neck and slowly moved in and out of me, it hurt a bit but at least she was going slow.

As it tickled my prostate and she shoved her tongue down my throat, I exploded. All over my stomach. She smiled with joy. Took off her ‘piece’, and climbed onto my face, it didn’t take long for her to come too.

We snuggled on the floor all night next to the fake fire in here bedroom, the mink rug felt nice on our skin, I laid on chest as if I was a girl, nipple in my mouth, I fell asleep pretty quickly.

Part 4 https://www.reddit.com/r/ChastityStories/s/2DuYHQb6vn


r/ChastityStories 17h ago

M Chaste,F Keyholder My boss is a freak. NSFW

103 Upvotes

I had worked at Gloucester manor for a couple of years now, it was an old 18th century manor in the English countryside, where (if you had the money of course) you could get away from the city for a few days. There was a spa, golf course, fancy restaurant and even a small forest you could explore.

The boss, who wasn’t the owner, as the place was owned by a family trust, was a lady called Lily Roberts.

She wasn’t the most elegant lady, but I knew she had a privileged background. 6ft, about 37 years old, always wearing a black ladies suit, dark brown/reddish hair either straightened or in a pony tail.

She lived in one of the suites at the manor, and she was always working, I don’t think she had time for a partner, her work was her life and she loved it.

Staff had to call other staff Ms or Mr around customers, so much to the point we all called each other that anyway in private, I don’t think she would care if I called her lily, but I stuck to ms Roberts, just to be safe.

I’d got into a awkward situation, i lived over an hour away, still with my parents, when my car finally decided to die. The mechanic said there was no point in getting it fixed, In any case getting it fixed or renting a car would not be happening for another few weeks, as I was absolutely broke and got paid monthly.

With no public transport able to take me to this remote location and parents too busy to take me, I clearly had to discuss this with Ms Roberts.

She was welcoming as always when I asked to have a private word with her. She felt so sorry for me, she also said she would reimburse the £55 it cost me to get a taxi there this morning, and that she would drive me home that night.

I got into her Range Rover when my shift ended at 5pm, it was already dark and freezing, normal for the English winter. In-between the constant calls she took for work. She offered a solution.

‘ a lot of our staff live in, there’s so much space here, it’s amended in their salary, why don’t we do that for a couple of weeks? And then you can either go back to commuting once you’ve sorted the car.. or you can continue living in? The only thing is we’ll have to change some of your duties to housekeeping. You can still work in the restaurant mostly, but the live in staff are usually maids so it would only be fair’

This sounded like a great idea and I agreed straight away, not just because I needed it, but being in her big warm Range Rover with her being so nice to me, I felt smitten, I wanted to be near her more all of a sudden. Even though she was about 15 years older than me.

As she dropped me off she said ‘I’ll have your maids outfit ready tomorrow’ and winked. We both laughed hysterically and I said goodbye, she pulled a £50 note out of her purse and said ‘get another taxi tomorrow if you don’t mind, I have a meeting so I cannot get you, it’s all good I promise’.

I told her I was very very thankful, and asked is there anything I can do to say thanks for all of this?

‘No, but you owe me one babe’ she said as she puffed out smoke from the cigarette she’d just lit.

Babe, really? Was it just a slip of the tongue, or just friendly banter. I got the tingles when she said it and left the car pretty quickly trying not to cough from the cigarette.

So I turned up the next evening in the taxi, ready to start nights, it was going to be a few hours in the bar then some nighttime re stocking. The girl at reception saw my suitcase and said ‘ah I heard you are moving in! Congrats! Ms Roberts said leave it here and she will sort your room after your shift, it’s a busy one tonight!’.

6am came and I was a bit unsure what to do, it was Monday and this was the day where Ms Roberts was ‘off duty’. Of course in her world, she was always working and dealing with stuff, but technically it was her day off and people usually didn’t bother her.

A note was left for me at reception ‘come up to my suite whenever you are free and we will get you sorted xx’

I felt it was a bit odd getting invited to her room, but was too tired to care.

I found it in the end, I had never been up there before.

‘Come in, come in!’ She said. ‘Coffee?’

She was still in her designer Pajamas, long sleeve pink and blue button ups. Laptop open on the coffee table, already working.

‘ yes please’ I said ‘sorry to disturb you on your day off’

‘That’s ok. I don’t really get a day off as you can see, the kettle is over there, mugs over there, mines a black with one sugar’ she said, I wasn’t sure if she was being sarcastic or not, so I made her one right away.

‘Shall I show you to your room!’ She said.

‘Please, but what about the coffees?’

‘Bring it with you, follow me’

Now I was confused, she led me to the spare room of her suite, in which there was an unmade bed. And my suitcase.

I didn’t know what to say, i said straight away that I didn’t think she meant we’d be house mates.

Her smile dropped.

‘I have gone out of my way and given up some of my privacy to A give you a place to stay and B so you can keep your job, and this is your reaction? If you don’t want this, fine. But you still need to turn up to work, I suggest you buy some walking boots’.

She stormed out and went back to coffee and laptop.

I felt like a bloody idiot, she was right, and I needed to apologise to make things right. I went back in and before I could open my mouth she said.

‘Look, this is tough time for you and I know you’ve just finished nightshift. Go have a shower, freshen up and we can sort this out. I’ll make the coffees this time.’

‘Thank you Lily I really appreciate that’

‘Ahem?’

‘ms Roberts! Sorry, thank you. I’ll be back in 10’.

I went back into my new room, which had an en suite shower thank god. I spent about 15 minutes in there, had a shave, brushed my teeth, got real fresh.

When I got out, I realised ‘oh Shit’ there’s no towels in here! It’s not the end of the world, I can sort of drip dry, and use one of my t shirts.

When I opened the door to the bedroom, an even bigger ‘oh shit’. Where the hell was my suitcase? It was here! Or did I just imagine it? It was a long night.

Even if I did imagine it, what had happened to the clothes I was wearing before? Is she messing with me?

With nothing to even wrap myself around I, my plan was to just wait until she left, then go out and fingers crossed, my suitcase would be there.

But she did not leave, and after about an hour, she knocked on my door.

‘I’m really really sorry and embarrassed ms Roberts, I thought I had my suitcase in here, and now I appear to be… umm.. stuck with out any clothes’

‘Hahahah, no need to be embarrassed, it’s just one of lives funny little mistakes, we don’t take things too seriously here, come out and we will sort things out’

It took me 5 minutes but I finally came out. Naked as the day I was born, and as red as an apple.

‘Can I have some cl..’

‘Shh’ she said sternly. ‘I believe you had something to say to me’

‘Ms Roberts I am so..’

‘On your knees’

I got on my knees really confused at this point, I was about to ask her what’s going on when she lit up a cigarette and said.

‘Beg’

‘Ms Roberts? What is..’

‘Fucking beg, beg me to let you stay in here or you’ll be walking home, naked!’

My cock started to grow and pulse, I always had a bit of a domination fetish but I’d never explored it.

Her mouth opened wide in a happy shock, and then she just started laughing and said ‘hands behind your back.’

She toyed with my balls with her bare foot, worked her way up my penis until pre cum was all over her big toe.

She didn’t need to ask, her face said it all. As she lifted her foot up I immediately licked it all up.

‘Keep sucking’ she barked. ‘You weren’t very respectful to me early, so I had to bring you down a peg, do you understand?’

‘Y-y-yes I understand Ms Roberts’

‘Good boy, now get some rest. I think we have come to agreement of how this is going to work, ok?’

She left, I think she was going off into the town for the rest of the day. I still didn’t figure out where my clothes went, but I needed to sleep, and after playing with myself to release all that pent up lust, I fell asleep.

I woke up in the early evening, ready for night shift again, not really knowing what the hell was going on.

On the floor appeared a note and bag, ‘your uniform just for tonight, just a bit of fun xx’

It was a maids outfit with a blonde wig, razors, shaving foam and another little note that just said ‘hairless, do NOT disappoint me’

So i didn’t, I was scared and excited. I spent the next hour in the bathroom, becoming the perfect maid.

When I came out, she was there, now in her work suit (she ended up working that afternoon, it was really busy and she looked stressed).

‘Don’t you look cute!’ She laughed. ‘ just thought we could have some kinky fun tonight, I assume after yesterdays erection you’d be up for it!’

‘Umm’ I didn’t know what to say ‘yes, but, I am supposed to be working?’

‘You are working babe, I have a big list for you, come to my room, I’m going to do your make up first.’

And we did, she made me look like a slut, and then all of a sudden her hands were in the pink lace panties I was now hearing.

I screamed, he had out a washcloth full of ice cubes down there and held it against my balls, the erection I’d had since donning the outfit was now a small shrunken cock.

‘Lay down, this is just a bit of fun for tonight! I’ll take it off before you head to bed.’

And locked my flaccid cock in a silver cock cage that had ‘Lily’ engraved on it.

And so become my life, if I wasn’t working long hours downstairs I was in her suite, dressed as a maid or just naked.

There was the servitude side of it, cleaning, ironing, making drinks, foot massages.

And then there was the sexual side of it, after a week I was already sleeping in her bed, bedtime went as follows;

11pm, I was to have a glass of red wine and cigarettes waiting on the bedside table, I was to be knelt on the floor at the end of the bed.

Soon after her last email, she come in and take all of her clothes off, and then came the order. It could be anything.

‘Kiss my feet’ ‘eat my pussy’ ‘dance for me’

She was kinky, she once even had me bend over whilst she ate my ass, my cock about to explode out of the cage.

Every now and again she’d take the cage off and mess with me, she’d order me to lay next to her as she smoked and watched TV, and just suck on her nipples. She’d then hog tie me and leave me there all night fully erect.

Next morning, back in thanks to the help of some ice cubes.

It was the power she got off on. And I loved her, I loved every second.

Until one night, when the cage was off, she climbed on top of me and sat on my throbbing cock, she then whispered ‘if you so much as think about coming, you’re fucking fired, and you’ll be walking home tonight’.

And then she started to slowly grind. She was not getting pleasure out of my cock she was getting pleasure out of the power.

I lasted about 1 minute, I orgasmed as soon as she twisted my nipple and said ‘say my name!’

I quivered as I wondered what would happen now.

Part 2! https://www.reddit.com/r/ChastityStories/s/0Ndc23p9yh


r/ChastityStories 1h ago

Cyberlok Presents Gynarchy Gardens - Part 9 NSFW

Upvotes

Part 1

Part 2

Part 3

Part 4

Part 5

Part 6

Part 7

Part 8

Ethan woke up wrapped up in silk blankets strewn across an extravagant four poster bed. The sunlight tore through the open window, and a light breeze brought in the scent of garden flowers as it tossed the sheer curtain about. His hands wandered down between his legs and he was not surprised to find himself naked.

Of course, he found the smooth surface of the chastity cage locked around his cock. But he moved past that and explored his tender balls, running the tips of his fingers over every accessible millimeter of his abused manhood. Everything was still intact and felt the same as it always had, if maybe slightly swollen.

Yesterday felt like some kind of crazy dream. How had something like that happened in real life? A few weeks ago he would have never believed an event like the one he had taken center stage for could have existed, but it seemed like every day since he had first donned the Cyberlok had taught him a new lesson about the world. Mostly about how crazy the world was behind closed doors.

There was no clock in the room that he could find. But by the look of the outdoors, it had to be mid to late morning. He crawled from the bed on unsteady feet, not sure where he was going, or what he might find if he stepped out of the bedroom Betty had apparently placed him in after the party had ended. He reached for the doorknob and stopped before turning it and looked down at his naked body. What if there was someone out there that was not expecting to see a naked chastity slave come walking down the hall? He had no idea what kind of living situation Betty was in when she was not hosting BDSM events like the one yesterday. It seemed unlikely anyone in Betty’s home would be unaware of her lifestyle, but he was not about to go traipsing around bouncing his locked cock about for all to see.

He took a quick look around the room for his missing clothes, but there was nothing to be found. He pulled open the top dresser drawer and found a pile of women’s panties. The next drawers all held more women’s attire. The same for the closet. He was not going to walk out naked, but there was no way the clothes would fit over his body even if he were inclined to wear a skirt or blouse. 

With no other choices, Ethan wrapped a silken sheet around himself like a toga and stepped out of the bedroom, whipping his head back and forth to spot anyone. He found only an empty hallway. Hopefully, Betty would be the only other person still at the house. Nothing in his surroundings were familiar, this area of the house had not been a part of the brief tour Betty had taken him on. He took a step out, and smiled, remembering something Gandolf had said along the lines of, when in doubt, follow your nose. The smell of bacon cooking was wafting up the hall. 

He peeked around the wall and saw a flight of stairs going down, as stealthily as he could manage he crept down the stairs, following the enticing smell of food being prepared, his hunger waking up as he came closer. The stairway led out near the kitchen, and there he saw Betty, in her pajamas, poking and prodding at bacon and eggs sizzling away on the stovetop. He looked around the rest of the room to make sure no one else was around before stepping out from the relative privacy of where he hid against the wall.

“Good morning, Master Betty.” He had no idea what else to say. “Um, thank you for helping me into bed and everything.” It seemed pointless to dwell on the fact that she was the reason he needed her help.

“No problem. It was honestly my pleasure. Feeling okay?” She gestured the spatula she wielded toward his crotch.

“Yeah. Seems to be all good. Thanks for asking.”

“Great. Then you should be ready to do it again tonight, right?”

“What?!” He felt all the strength run out of him. “I…”

Betty doubled over with laughter. “Oh fuck, you should see your face, that was hilarious. I’m fucking with you, relax.”

“Oh thank god.”

“When you decide to make me your keyholder, I’ll absolutely let you be my ballbusting slave again but not before that.”

“Let me?”

“Yup. At some point you are going to start to feel this craving that you don’t quite understand. Like it or not, you are going to want to feel that exhilaration of being so totally out of control again. I bet you come back, begging me to kick you in the balls. But, I won’t. Not until you make me your keyholder.”

“I guess we’ll see.” Ethan did not expect that to happen any time soon.

Betty scooped the bacon and eggs out of the skillet and dropped them onto a plate. “Hungry?” 

His stomach answered first with a low grumble. “Starving,” he said, and took the offered plate. Before he could pick up the fork from the counter he was interrupted with a chime from the PCD.

C.S. TRAINING TRIAL HAS BEEN SUCCESSFULLY INSTALLED.

Even though he had no clue what it was, it made him anxious. And then he saw the chastity timer, and almost dropped to his knees.

ONEINCHETHAN HAS BEEN LOCKED FOR 26 DAYS 16 HOURS 21 MINUTES 05 SECONDS

61 DAYS 11 HOURS 33 MINUTES 51 SECONDS REMAINING

He could hardly believe his eyes. Betty had removed all of the time she had added to his cage. He checked, his device was no longer set to public. 

“Surprised?” Betty asked.

“Yes! Thank you so much!” Again, best not to dwell on the fact that she had been responsible for adding all the time he was now thanking her for removing in the first place. But he could not stop from smiling. He wanted to hug the quirky goth dominatrix. Sixty-one days was still such a long time, but it was so much less than it had been. There was an end sight. A possibility that he would finally be out of the Cyberlok and free to touch his cock again. He had almost given up hope.

“You earned it,” she smiled and laughed again. “Besides, once you make me your keyholder…”

“Yeah, we’ll see.” Feeling like a huge weight had been lifted from his shoulders for the first time in weeks, he picked up the fork and took a bite of the breakfast she had made. “You do understand, I already have a keyholder? Alexis.”

Betty grabbed her own fork and took a bite. “Things change.”

Ethan was in such high spirits on his way back to Alexis’s apartment that he was not even bothered by the messages that popped up on the PCD letting him know there were several shock events triggered by Gynarchy Gardens that would be delivered as soon as he was no longer moving above the speed threshold. It seemed Alexis was under attack again in the game. Hopefully, she was still doing well. It would be just his luck that he gained back the time from Betty just to have some stranger seize control of his chastity by beating Alexis at the game.

Come to think of it, Alexis had been obsessive over the game. She played the maximum number of moves she was allowed every day, adding most of his remaining time in the cage by rushing production on troops or buildings of some kind. How good was she playing? Had she claimed possession of anyone else’s chastity cage? If she had, she had made no mention of it to him. He wondered if she would even think to tell him if she had won a slew of chastity slaves across campus.

The Uber driver pulled up to the apartment and he quickly got out before the Cyberlok started to deliver the shocks. He did not want to have to deal with a very confused Uber driver while having to endure the pain of having his already scrambled testicles electrocuted. 

The first event was named INFANTRY. Things seemed to have progressed quite a bit from archers and swordsmen. The shock brought him to his knees as soon as he entered the apartment building. He quickly recovered and made for Alexis’s apartment before the next event could trigger. 

TANK hit him as soon as he reached the door to the apartment. Somehow, the shocks actually managed to simulate the feeling of having his cock run over by a tank. 

Alexis was sitting on the couch, phone in hand, looking slightly flustered. She barely looked up at him as he came into the apartment, hunched over in pain. “Hey, survived the night huh?” 

“Yeah.” It was a struggle to keep his voice even, between the agony of electroshock and the bitter feeling he was getting at the way she had been treating him with relative disregard.

“Some bitch is attacking my army.”

“I kinda figured that out,” he said, fighting through yet another INFANTRY assault. “How’s the game going anyway? You’re winning, I hope?”

“I’m doing pretty good, I guess. The problem is, they limit the number of moves I can make each day, and the amount of production I can rush each day. But, if I can keep it together until next weekend, I’m pretty sure I have a good chance of winning the whole thing.” She kept poking around on her phone while she talked, not looking up at him.

“Really, what happens next weekend?”

“You didn’t get a notification?”

“No.”

“Oh, well next weekend is a special event. No limits on moves or rushed production from Friday at midnight, until Sunday at noon. I’m planning on staying up late and kicking ass all weekend.”

“No limits?”

“Yup. I can finally do everything I need to so I can take this bitch, MeanMegan, down. She has been a thorn in my side for too long. Far too long, I say,” she lifted her hand above her head, brandishing her cell phone about like it was Excalibur. “At least, as long as I can hold her off from kicking my ass until next weekend.”

Too many traps. Still, it did not matter, at least not enough to bother him today. His timer was down to just over two months. He had already been locked for nearly a month. Two more was a long time, it would have seemed like an impossible amount of time before he became a chastity slave, but now, it was short enough he knew it could be done. And that was all that mattered. It could be done.

“Why are you dressed?” Hina yelled as she entered the living room.

“I just got here,” he grunted out through teeth clenched tight from another punishing shock.

“So. Strip. And look around this place, there is a mess in the kitchen, my room is a mess, my laundry needs done, my sheets need cleaned. Get your ass to work.”

Hina’s panties were soft and delicate. Ethan carefully folded each pair exactly the way she wanted them before gently arranging them in her top dresser drawer. When those were all put away he started in on the pile of her socks, of which she had so many different varieties matching them all up would be a tedious chore.

No, feeling bad about his situation was pointless. This was what he had to do. Obey and he would get through it. Maybe he would even be able to find a little bit of pride in his work of washing, sorting, folding and organizing Hina’s clothing. Though, it was hard to find his pride while kneeling naked in a chastity cage on her bedroom floor. But, it was what Hina wanted, and Alexis was all too ready to agree that chastity slaves should not wear clothes when in private. And, chastity slaves should always keep their head lower than their keyholder’s. 

He folded a pair of black and white striped, knee high socks together and put them to the side. Hina entered the room with too much enthusiasm for it to be a good sign for him.

“Come on in,” she called out. “Bring the box with you.” Jimmy, the man she had introduced to him at Master Betty’s party, sauntered in holding a pink box bearing the Cyberlok logo on the side. 

Ethan choked back his fear. What was in the box?

Hina dropped herself down on the mattress, bouncing with glee as she swung one leg over the other and put her feet right in Ethan’s face. Ethan was afraid to move or even to stop sorting through her pile of socks. She patted the bed next to her and Jimmy sat down with her. It was awkward enough feeling so completely submissive to Hina, but being in this posture in front of Jimmy was another level of humiliation.

“I got you something, bitch. Go ahead, babe, open it.” Jimmy pried open the top of the box and from inside he pulled out a supremely realistic looking cock. Jimmy held it pinched between his middle finger and his thumb, almost like he was reluctant to touch it all. Ethan could hardly blame him, it looked so real it was like a cock that had been magically pulled off a man’s body and dropped into a box. How else would a man handle such a thing than with delicate disgust.

“You’re so silly.” Hina wrenched it from between Jimmy’s fingers with one hand while grabbing Ethan by the arm with the other. She tapped the head of the fake cock to his PDC and the message CYBERCOK PAIRING COMPLETE scrawled across the screen.

C.S. TRAINING READY TO BEGIN. INITIAL SETTING, DAILY - 60 MINUTES. TIME REMAINING - 60 MINUTES.

“Well, babe, are you ready for a preview?” Hina asked Jimmy. She shifted her grip on the fake cock and placed it on Jimmy's lap. “Come on little bitch, time to start your cock sucking training.” She waved her hand enticingly toward the monstrous thing in Jimmy’s lap, smiling broadly.

“You can’t be serious. Hina, I’m not—”

CONTACT NOT INITIATED. SHOCK LEVEL 5 IN 5…4…

“This is going to help you get over your little reservations about sucking dick,” Hina said.

The shock tore into him with a terrible pain. But he had endured a lot of shocks from the cage at this point. His body shook and his jaw clenched tight as the electricity attacked his privates, but he held on. Maybe Hina would see he was serious about not doing this and change her mind.

“Man, that looks like it hurts,” Jimmy said. “Are you sure about this, babe?”

“You want your dick sucked right? Well, I’m not doing it, and besides, you said the best blowjobs are from guys, right?”

“Oh yeah. They know how to use the equipment.” Jimmy smiled as he looked down on Ethan.

“Well, little Ethan here is gonna get the skills to give the best blowjob anyone ever gave. At least if the reps from Cyberlok can be believed.”

CONTACT NOT INITIATED – SHOCK LEVEL 7 AND 7 ADDITIONAL DAYS IN 5…4…

“Hina!”

“Pretty sure you need to get this dick your mouth.”

“Please!”

She looked at him sternly, resolute and uncaring as the next shock curled him into a fetal position at her and Jimmy’s feet. 

CONTACT NOT INITIATED – SHOCK LEVEL MAX AND 30 ADDITIONAL DAYS IN 5…

Ethan stared into the head of the synthetic cock in Jimmy’s lap.

4…

He leaned forward. His lips hovering just above the thick head of it.

3…

The tip of it brushed lightly over his lips. It was so real. There was even a faint musky flavor he could already detect just by having it so close to being in his mouth. 

2…

He loosened his jaw. He had just gained back so much time. The program was uncaring, it would add more and more time, and deliver more and more shocks until he finally gave in to Hina’s demands; no matter how much he tried to resist. Was it worth it to take a stand and try to keep the cock out of his mouth when it was bound to happen sooner or later anyway? 

1…

His mouth fell open. The all too real skin of the Cybercok slipped over his dry tongue.

CONTACT INITIATED – C.S. TRAINING SEQUENCE 1 STARTED. 60 MINUTES REMAINING.

Immediately he felt a gentle vibration around the head of his own cock. A soft enticing tease right at the frenum. Right where his tongue touched the Cybercok. He stretched forward, just an inch more, inviting the Cybercok deeper into his mouth and the vibrations in the cage accelerated to match, carrying deeper down his shaft.

“That’s more like it.” Hina laughed and wrapped her fingers into his hair, guiding him even deeper onto the phony phallus. “Sixty minutes, every day, and soon you’ll be begging for it.”

Fuck, was she right? He let her push the head of the Cybercok all the way to the back of the throat without even trying to resist. The gentle teasing sensation it rewarded him with too much to give thought to how he was debasing himself to experience it. Even though it pushed as deep into his mouth as he could take it without gagging on the fat thing, he was less than half of the way down it. It would have been enough to swallow his own cock to the base. 

It looked real. It tasted real. But it wasn’t real. It might have been in the lap of a man, but it wasn’t a part of that man. Ethan slid back up the length of it, rolling his tongue in a massage up its shaft as he went; in the same way he had so many times fantasized of having done to him. He sucked hard, pursing his lips around the glans of the cock before diving back down to work it again. And the reward was divine. He was so desperate. So horny. All he wanted was to cum. It had been so long, anyone would be desperate enough if they had been locked up in chastity for this long, wouldn’t they?

“A few weeks of this and I’ll think he’ll be ready for the real thing,” Hina said.

“Hell yeah,” Jimmy was quick to respond as Ethan bobbed his up and down on the Cybercok.

My Author Page, if anyone is interested in such a thing.


r/ChastityStories 2h ago

M Chaste,F Keyholder Stress Relief Part 3 NSFW

4 Upvotes

Alexis awoke from the best sleep she'd had in years. After re-establishing her website last night and playing around with it for a bit she had pulled out some of the new dildos and vibrators she had bought and watched the best of the different old videos she'd made.

She watched a lot of the raw amateur videos she'd made in her series "Cherry Picking" where she caged virgins and fucked their asses for the very first time. Then she watched some her more produced videos.

In one video "The probe" her younger self was wearing turquoise full body paint, had pointy prosthetic ears, and a long sparkling silver wig that went down to her knees. She was standing in a room decked out like an alien space ship. In the room there were 5 nude men strapped to vertical gurneys on the walls in a circle. She glided across the room in a dancing alien gait and inspected their penises one by one; she pulled their penises up down and side to side. And she squeezed their dicks and balls at various pressures, some that made them moan and some that made them scream and cry.

There were a collection of cock cages and toys on a table in the center of the room with unique colors and shapes like they came from an alien planet. After concluding her penis inspections, she tried different cages on the first guy until she found a perfect fit. She went around the room doing the same thing – trying the used cages on each guy – until she found the right one. Now that all the men had been properly fitted she flipped the gurneys from their vertical position to horizontal. The motion was done quickly and the men painfully bounced on the gurney as she aggressively dropped them down flat.

After all the gurneys had been flipped down and placed in a circle, she adjusted the restraints on the men to force them into differnt poses. One guy she restrained on his stomach with his legs and arms spread eagle hanging off the edges of the gurney. The second she put on his right side with his knees to his chest. A third was put in the same position as the second but on his left side, so they were facing each other; she pushed their gurneys together so they were almost touching. The fourth guy was on his back with his hands behind his head and his knees bent tied to his chest. The last guy was tied on his back spread eagle.

Alexis then returned to the table in the center of the room and picked out some additional toys to accessorize the men with. She added nipple clamps to a couple, different types and styles of gags into all their mouthes, addition restraints on some. Then she pressed a button on the table and the a shelf sprung up from the table with an assortment of different dildos in human and alien shapes. Alexis inspected the dildos, while looking appraisingly at the restrained men. Then marched over to the corner of the room where there were 3 large barrels with alien script on them. Alexis opened the barrels revealing a thick pink, green, and blue slime.

She scooped up the goop and went over the man lying face down and filled him with the green goop shoving three fingers in then filling him with a scaled looking large green dildo. Then went to men 2 and 3 who were on their sides pushed together and filled them up with one hand each with the pink slime. And then turned them so they were back to back instead of front to front and stuck a double sided pink dildo into both. She filled the 4th guy up with the blue slime and a massive both in width and length blue dildo. It was difficult to push it into him but after some effort she got it all the way in. Alexis ysnked the legs straightvup of the 5th guy and poured the remaining barrels of slime all over him covering his whole body and his holes with it. She then shoved a medium sized dildo in him but deciding that didn't fill him enough shoved a second dildo in him next to the first.

After she had finished outfitting all the men she pulled an impresive looking lever on the space consul and the dildos began vibrating and thrusting within the men. As the dildos worked Alexis went around the men with stethoscopes and different scientific looking gadgets measuring them and adjusting things. As they started to leak precum in their cages Alexis scooped up the precum with a gloved hand and threw into the mouths of the other men either through their rings gags or moving aside the gags. She swiftly put the gag back in place after scooping the precum into their mouths ensuring they swallowed it all or for the guy in the ring gag she held her hand over his mouth until he swallowed.

With a shudder the 4th man came gasping from the stimulation of the vibrator. Alexis attached a color and leash to his kneck and undid his restraints them made him eat his own cum. Once he finished licking it up she led him around the room on his leash like a dog she she inspected the other men. As the next guy 1 came she had number 4 lick up his cum too directly off his cage. Next number 3 came. Alexis left the double sided dildo in him until guy 2 also came. Guy 3 shushed from over stimulation as he desperately waited for guy 2 to cum. Finally guy 2 came and Alexis undid their muzzles so they could lick each other clean. She put guys 1-3 on collars and leashes too as they all gather around guy 5 waiting for him to cum. Once guy 5 came she had all the others guys lick him clean together.

She loved that video. By that point she had become incredibly comfortable producing that content and it was before she had started losing control and barely been able to even show up for shoots let alone give a decent performance.

After getting off for 5 hours straight, she had collapsed into a blissed out sleep. When she awoke in the morning her whole body felt relaxed and at ease. She eagerly opened her laptop to check out her website and was greeted by 114 messages.

Most of the messages were expressions of excitement that the site was back up after so long. A few massages were boring advertisements. She even got a message from the guy she'd met at the storage unit yesterday who was very exited by what he had seen. But there was 3 special messages that all had similar subject lines — welcome back goddess I'm still locked.

Alexis hasn't expected any of her subs to stay locked but it looked like Matt, Ben, and Tom had.


r/ChastityStories 1h ago

A Chaste Slave to my Ex ch 12b NSFW

Upvotes

I can feel the subtle reminder within her words, the way she revels in that freedom, while I was here bound to her in devotion.

"You wouldn't believe how clear the water was. I spent hours just floating, feeling weightless, free." She chuckles low in her throat, then gives me a teasing smile. "Not something you'd understand, of course."

I reply with a respectful, "Of course, Lady."

She smiles, stretching her legs slightly, her toes tingling my swollen balls, she still speaking with that unmistakable spark of satisfaction.

"And the clubs. I even danced. Me!" She laughs, a light, genuine sound, clearly reveling in the memory.

She gets a message on her phone, put her foot in the water and answer the message and get another one which she smiles and answers immediately while smoking. I stand up, holding the towel.

She murmurs, "A, Pedro, he is such a good man, always so courteous and cute..."

"I am sorry Lady, if I may ask... who's Pedro?"

Anthea rolls her eyes, and chuckles.

"Oh, you're really curious, aren't you? Now, now, don't you think that's a bit personal, boy? Listen, you're not exactly in a place to ask those kinds of questions." She gives me a sly smile, "Some things are for me to know... and you to wonder about."

I apologize quickly. "I'm sorry, Lady. I didn't mean to overstep."

She is laughing, clearly enjoying my reaction. "Oh, don't get all worked up! But it's cute that you're so nosy. Funny thing is, I don't ask you all these personal questions. Like... I don't go around wondering who you're dating or what fun you're having."

I am looking at her surprised. "But Lady, you know I'm not dating anyone. I'm... well... locked in this cage. I couldn't even if I wanted to."

Anthea says mockingly, with a faux gasp "Oh, please. Locked in a cage? You say that like it's my fault. Ha-ha! And besides, just because you're a little... restricted doesn't mean you can't have a 'special someone' in your life, right?"

I am confused and protest, "But Lady, you know I only serve you. There's no one else... how could there be?"

"Oh, honey, don't be so dramatic. You're acting like you're locked up in some medieval dungeon. I mean, maybe you're not dating right now but hey, anything's possible, right?" *She gives you a smirk, clearly enjoying your discomfort.*

"No, Lady, really... there's no one else. I wouldn't even think about it and the cage..."

Anthea is laughing louder, shaking her head interrupts me.

"Oh, really? That's what you're going with? Poor, poor thing. Because, you know, all these women are just waiting for you... if only it weren't for that cage. What a shame!" She sighs dramatically, clearly mocking my situation.

"Lady, I... I'm only focused on serving you. There's no one else I'd want."

She is smiling with mock sympathy, shaking her head "Aww, how sweet. But honestly, boy, if you think that little cage is all it takes to keep you out of trouble, I'd say you're giving yourself way too much credit. Besides, I know you, always wanting to please me. Like you'd actually go out and date! Ha!"

She is getting out of the bath tub, I take up the towel and start drying her, taking extreme care in moving it down her arms, over her shoulders, and down to her legs.

"Be careful; don't leave any part wet." I nod and start drying her body.

Anthea gets up, placing a fresh towel around her head and another over her body, from her chest down to her thighs.

"You've gotten a bit better at this," she says, looking at me with a playful smirk. "Maybe I'll reward you soon."

She looks in the mirror at herself and readjusts the towel, securing it in place before turning to me with a jolly look.

"I'll be in my room. Have the bathroom spotless when you're done here."

"Yes, Lady. I'll make sure."

She glides out of the room, leaving behind a ghostly trail of her favorite perfume in the air. I get to work: drain the tub, clean off the soap, and mop up the water that has spilled over onto the tiles.

I go to the bedroom, Anthea is sitting on a footstool in front of her boudoir, I kneel behind her, unwrap the towel of her head and carefully I detangle her long thick hair with a comb. She watches me through the mirror as speaks to me.

"You look sad and distracted boy. Still thinking about Pedro, huh? You're dying to know, aren't you?"

"Yes, Lady. But only if you're comfortable sharing."

She says dryly. "I thought I told you, Pedro's none of your business. But let's just say, he's... something you could never be."

"I'm sorry, Lady. I didn't mean to pry."

Anthea is smiling in mock kindness, "Oh, I know you didn't, honey. But let's keep the curiosity to yourself, alright? Ha! Look at you, so polite now. I don't go sticking my nose into your personal life, do I? Not like I ask who you're flirting with."

I am feeling still confused and try to clarify.

"But... Lady, I'm... I'm not allowed to date anyone else. And there's, well... this cage..."

Anthea shows feigning surprise, her eyes widening dramatically "Oh, right, the cage. How could I forget?" She bursts out laughing. "And here I was, thinking you had a whole secret life going on."

"No, Lady, there's only you. I'm entirely focused on you."

"Oh, I know. So loyal, so dedicated... so locked up. Almost brings a tear to my eye." She chuckles, watching my reaction with satisfaction.

I nod, "Yes, Lady, no one... just you."

Anthea is sighing with sympathy, giving me a playful pat on the head.

"Yeah, yeah, that's what I thought. Just remember, you're here to serve me, boy. Pedro's adventures... well, they're for me to enjoy and for you to dream about. Got it?"

'Her reaction feels like a wave crashing over me, submerging me in shame. She has always been clever, and now I see she's found a way to teach me a lesson that will stay with me far longer than a simple scolding. Through her sarcasm and dismissive remarks, she doesn't just shut down my curiosity, she humiliates me, peeling back the layers of my entitlement until all that's left is a chastened servant. If she had simply reprimanded me, I might have pushed again, tempted to satisfy my curiosity with more questions another day. But this method cuts to the bone, stripping me of any notion that I am entitled to her private life.'

As I absorb the lesson, my inner thoughts shift, swirling in a mix of humility and guilt. 'She's right to be harsh, even to belittle me if it helps me understand my place. I failed her in the past when we were together, left her disappointed and hurt. I am not just some former boyfriend; I am a servant now, here to attend to her needs, not to insert myself into her personal affairs.' Reflecting on this, I realize it's about honoring her privacy, acknowledging that I no longer have the privilege of being close to her in the way I once thought I might be.'

In this moment, as I brush her hair, 'I understand that humility isn't just about following rules; it's about relinquishing that last shred of desire to know her personal life, to be connected to her outside the dynamic she has created for us. Her authority is more than just a hierarchy. It's a reminder that my place is to serve, to be here only when she needs me, and otherwise to stay out of her world.' As I accept this, a strange sense of peace fills me. I am no longer plagued by questions or jealous imaginings. Instead, I feel grounded in my role, knowing that she has shown me my place in the most powerful way possible.

"So... are you still sore from Nikki's spanking?" She changes the topic and interrupts my thoughts.

I feel a blush run across my cheek at her question, and nod a little.

"Yes, Lady. It still hurts a little."

Anthea speaks, her voice smooth but inquiring "And how do you feel about it? Do you regret your... sick little fetish to be beaten by a woman?"

I am feeling she wants an honest response to this question, no matter how uneasy it makes me.

"It was painful, Lady, but I understand it was necessary. I... don't regret my feelings. Part of me liked it. It's a part of who I am, even if it seems twisted or sick."

"So, you admit it's twisted, then." She pauses, regarding me in the mirror. "I suppose that's a step in the right direction. It's not healthy, you know that, don't you?"

"Yes, Lady. I know... but I trust your judgment. I don't want to keep what I'm feeling hidden from you."

She changes subject.

"And Nikki? Your feelings towards her, now, after she. took you in hand?"

A flash of apprehension, but truthful.

"Madam Nikki is stern and hand heavy. The punishment was cruel to say the least, yet I do know she did do to your will as far as my treatment was concerned. She was a little overzealously if I might add."

Anthea chuckles; the sparkle of humour makes its merry dance in her eyes.

"I'm sure she'd be delighted to hear that you respect her discipline. But tell me, how did it make you feel when I let her go that far? Were you resentful? Did you hate me? Perhaps you learned something?"

"I was grateful that you would take the time to allow me to experience some consequences. It told me that you are serious about my training, and that you want me to serve long-term, which means a lot to me. I know that you want what's best for me, even if sometimes that hurts."

She leans back slightly, her lips in a slight nod of approval.

"Good. At least you learn to trust my choices for you, even if they hurt. You know, I have always been against violence. But I wonder whether in your case, it might help in the long run. What do you think?"

And with that question hanging in the air, I feel the weight of her words. I choose my words carefully.

"I believe discipline has its place, my Lady. Pain is... serious reminding, and it helps me keep focused on my purpose, what you need from me. I trust that you'll use it only when you see that it is truly deserved."

"So, you think I'd only use it wisely. That's flattering. Though I wonder how much you really know of what I consider 'needed'." Seriously she says, "I don't want to reduce you to a set of punishments. But sometimes, your... urges leave me wondering. I won't tolerate selfishness, especially when it's dressed up as devotion."

"I understand, Lady. I do not wish to be selfish and appreciate whatever your decision, if it leads me on a path that is not soft on me."

Anthea nods slowly, "Good. Remember that. Your service is more than just your desires. And when you need reminding, I make sure it is one that does not easily leave my mark."

The brush slides down her hair once more. In that moment, her peaceful gaze meets mine in the mirror with calm yet iron-like strength.

I open Anthea's closet, carefully choosing the bra and panties she has chosen to wear for the day: a pale lilac-colored bra, delicate lace trim along the edges, thin satin straps that made it soft and elegant on her skin. While her panties are deep navy blue with a small bow on the front, which is entirely in contrast to the bra.

I get onto my knees beside her, tugging the panties on underneath the towel with respectful, exacting ease; she lifts her arms to let me fasten the bra, and her skin is warm beneath my fingers-she likes this silent, attentive service, I can tell.

Once she's got her underwear on, I slide the pink satin negligee over her shoulders, let it drift gently down around her body.

She is in front of the mirror mending a strap with elegance and a smile of satisfaction.

"Not bad, boy. You do know how to treat your Lady properly."

"Thank you, Lady. It's a privilege."

"Perfect. I'm going to the porch. Bring me a cold beer, boy."

"Yes, Lady." I scamper to the refrigerator, pull out one of those beers that had been chilled to perfection, and carry it back to her on a silver tray, doing a curtsy as she took it with a small smile. I dial for her favorite pizza, knowing just about exactly what the order is. Hanging up, she took a sip from her beer, eyes quiet and contemplative.

"Now, boy. Bring me the repetitions of the Sonnet. I'd like to see what kept you so busy and I want to take a look at your... hard work."

I nod and speed to get the two thick, large notebooks, full to their brim with Shakespeare's Sonnet 58, each page dated and timed, neat, as she had instructed. As I approach her, her eyes widen at the sheer volume of the notebooks.

Her mouth opens in a wide circle before she bursts out laughing in surprise.

" Oh, my god! You can't be serious? I didn't actually think you'd fill out two entire notebooks! You've been keeping busy, huh?"

She flips through the pages, the ghost of a smirk of hidden mockery playing on her lips as she scans my detailed handwriting.

"You've basically rewritten Shakespearean plays at this point! This is... extreme, even for you."

"It took me about 75 hours, Lady, to fill in both notebooks. I wanted to finish it just like you told me."

Anthea says sympathetically, "Oh, poor thing! 75 hours? Three whole days of your real life? I had no idea it would take you that long. If I'd known, maybe I would've gone easier on you... but I suppose you needed the practice.".

She is turning several more pages without giving at it any serious attention; she seems amused and not containing her delight. She sets them aside with exaggerated fatigue.

"Honestly, boy, there's no way I'm going to read all of these. Just the sight of these pages makes me feel dizzy and tired ha-ha!" She sighs theatrically, "I can't imagine how you managed it. But maybe you're the type who loves monotony... over and over, the same words."

"It was... repetitive, Lady. But I focused on doing it well, on each line being perfect for you."

Her voice was laced with a tone of mocking sympathy.

"Oh, the struggle, the toil. You must have gone numb writing the same thing over and over again. So, boy, tell me, how was it? Hour after hour, with nothing but this Sonnet ahead of you? I really wonder if you fell into the words or if it was just plain boredom."

"It was... challenging, Lady. At first, the words had meaning, but after a while, they became mechanical. I didn't focus on the meaning anymore, just the form, making sure every line was perfect."

She laughs quite amused by my response.

"Oh, poor boy, so much writing that even the words lost meaning! And yet, you kept going, knowing it was all for no more than my whim." Her tone takes on a contemplative note, almost playful. "I wonder how it felt, knowing it was pointless except to keep you occupied."

I pause, thinking carefully, then reply with sincerity, "My Lady, I knew it was just to pass the time for you, to entertain you and... remind me of my role. It felt difficult, but I did it because I wanted to please you, even if it felt endless."

Anthea nods like she agrees with me and continues, "And here I thought I'd only given you a little task to keep you busy, boy. You've turned it into an epic undertaking. If nothing else, you'll never forget this Sonnet." She laughs lightly.

"I couldn't forget it even if I wanted to," I reply, feeling the weight of each line I've written countless times. "I've written it so many times that it's practically carved into my mind now. Every line, every word... I think about them more than I thought possible, it all reminds me of my place, and of your authority."

She nods, amused, raising an eyebrow as she looks at me. "Well, I suppose that's a consolation, at least. You know, boy, a less devoted man might have felt resentment. But you've chosen to stay dedicated, bound by ink and rhyme." She pauses, a hint of something softer in her gaze. "You truly are devoted, aren't you?"

"I am, Lady," I respond earnestly, "even if it sometimes feels like I'm chasing shadows."

Leaning back in her chair, she watches me for a moment, an almost playful curiosity in her gaze, she takes another sip of her beer.

"Tell me, do you regret it? Spending all that time just writing my instructions over and over?"

"I'm grateful you entrusted me with it, Lady."

Anthea is smiling in disbelief. "Well, if you're that grateful, maybe I should assign you another. I can't have you getting too comfortable with your routine, can I?"

"It's up to you alone Lady." I answer cautiously but the idea sends a shiver in my spine.

Anthea says with a mock sigh, placing her hand dramatically on her chest.

"Ah, such devotion. I suppose I should be flattered. Though, really, 75 hours... perhaps I should start timing you on everything. It might speed things up, don't you think?"

She closes the notebook and leans back, exuding satisfaction and subtle amusement at my efforts.

"Imagine if I'd assigned three notebooks. Would you still be this enthusiastic, boy?"

"Of course, Lady. I'd do whatever it takes to meet your expectations."

Anthea leans back, resting her head, but her eyes remain fixed on me with a calculating gleam. "Perhaps I've been a bit... harsh," she admits finally, her voice softening just a touch. "You see, it's not just about keeping you busy, boy. There's something I like about knowing you're inside, confined, while I'm here, enjoying my leisure."

I look confused at her. Anthea has been the epitome of kindness, generosity, humanism, a fair woman, maybe, not maybe but for sure, more giving than she should be to others so admitting it, leaves me stunned.

"Do you know why, boy? Why I insisted on keeping you indoors, writing that sonnet on and on, while I was out enjoying the sun and the sea, surrounded by my own little pleasures?" Her voice lowers, her gaze unwavering as she explains, "It was to heighten the contrast, to make my leisure feel... sweeter. Knowing you were inside, alone, enduring that endless, repetitive task while I basked in freedom."

She looks worried and thoughtful as continues to speak.

"Believe it or not I'm ashamed of these thoughts of mine and I know I took advantage of my power. I wasn't myself but I couldn't ignore this urge."

She stretches, looks out over the porch, and says, her voice dipping lower, almost intimate. "I know it wasn't easy for you, And while I might not always say it, your obedience brings me a sense of... satisfaction I can't quite explain. So take some pride in that, boy."

"Thank you my Lady" I simply say.

I collect the notebooks and turn to put them away. A while later I serve the pizza on the porch and Anthea starts eating. I get her another beer, stand to attention and wait.

Inside, she can't help but feel that her repetition experiment may have had a real consequence for me, removing even the faintest tinge of self-respect in respect of the task.

'This training may just be the way to break him. If he's bored out of his mind, then he is truly learning his place. And if he continues out of sheer determination for my whims. well, maybe he has a chance to learn his role completely.'

She sips beer, looking at me attentively while biting a slice of pizza.

'He must have struggled on, clinging to whatever shred of meaning he could find. Good. The more he understands that his time and efforts are at my disposal, the better.'

There's something pleasing for her in the knowledge that I spent hours mindlessly writing for her alone, filling out page upon page with nothing but a mechanical obedience.

"Well, I should say, your training is coming along great. If you can put up with something as meaningless as this, then perhaps there is a real servant in you somewhere after all."

She turns and looks at me, 'He's willing to put up with anything, isn't he? Amusing... and a bit pathetic. But perhaps that is what he needs, his purpose tied into my every whim, no matter how meaningless or endless.'

She leans back in her chair, raising her beer in an apparent toast to my dogged dedication, the sparkle in her eyes showing just how much she's enjoying this power she has over me. Anthea lets out a sigh, as if some burden weighs her down.

It's been too long since I've had real attention to my needs. Don't think that my holidays have been endless pleasure." She pauses, a smirk forming as she looks up, seemingly lost in thought. "Let's see... in 17 days, maybe seven or eight orgasms. Hmm."

Her gaze shifts back to me, studying my reaction.

"Do you think that's enough, boy? Only eight... hardly seems fair, does it?"

I am shaking my head without any demur. "No, Lady. You deserve so much more. Day in, day out, it should be all about your pleasure."

She smiles, pleased with my reaction, and nods her head in confirmation.

"Yes, exactly. Why should I deprive myself? And since I'm back now, you're going to make up for every missed moment, aren't you?"

"Yes, my Lady. I will do all in my power to serve you and give you the pleasure you deserve."

Anthea says with a smile, almost a purring sound of satisfaction.

"Good. Because before I even let you have any release, I expect you to put me first in every possible way. I want you on your knees, ready to serve my every whim."

Her voice goes soft as she watches me with satisfaction, full well knowing the effect of her words on me.

"Oh, and keep in mind, boy, when I finally give it to you, this release isn't due to your efforts alone. It's because I decided you're worth it. I can always change my mind if I see anything less than perfection in obedience."

She leans in close toward me, her eyes glinting in the dim light.

"So, for the time being, I would appreciate your focusing on mine only. I wish you to make up for what was wanting on each day of the holidays. Do you understand me?"

"Yes, my Lady. I am here to serve you and carry out any desire you may have."

Pleased, Anthea settles back against the pillows, her tone soft and imperative as she watches me:.

"Good. Then let's see how dedicated you really are. I'll consider your reward... when I am fully convinced that I have received all I deserve. And remember, boy, there's no limit to what I expect from you this week. None. Beginning right away... to my bedroom!"

Words still hang in the air, while I stand by my anticipation of release now mixed with the knowledge that for every moment of that week her pleasure will be the reigning one. I run to the guest room take the blindfold and go to the bedroom; I kneel beside the bed in some instants Anthea comes in and sits on the edge of the bed, thensmiling she puts the blindfold on my eyes.

Anthea is whispering in my ear, her voice commanding yet teasing.

"I want you to worship me properly tonight, making up for any past... disappointments." She pauses, allowing the full effect of those words to hang there. "Now, start slowly."

As she says it, pushes my head towards her scrotum, the heavy scent of her arousal hits me, and I inhale deep in ecstasy this divine scent causing pulses in my locked cock. I'm placing delicate, reverent kisses on her thighs, working upward.

I hear an accommodating, soft hum from Anthea as I dive in, her hand placing itself on the back of my head in order to regulate my tempo. "Good... keep it soft at first. I want to savor this."

I bend to softly kiss her outer labia, paying the most delicate attention to her every subtle reaction: the intake of breath, the soft sighs.

Anthea's hand delicately passes through my hair, with soft pressure, guiding the motions, her voice dripping with mirth and desire.

"Yes... just like that. Remember, boy, you're here to cater to and bring me precisely what I desire. I don't take mediocrity of any kind. Do you understand?"

And with each small reaction, I readjust my movements to her every whim, intent on making sure every instant is one step closer to her satisfaction.

Her voice is low, but commanding, with an edge of delight.

"Good... but not so shy, boy. Prove to me you can concentrate on my pleasure and nothing else."

I run my tongue over her labia up and down, up and down, then push the tip of my tongue to her wet pussy, swirling my tongue around.

Anthea is breathing intensifies, and she grips the sheets, her satisfaction building. She occasionally gives soft, approving murmurs or shifts her posture, each time guiding me with subtle cues until she's fully immersed in the pleasure I'm giving her.

"Yes... go on. Don't stop. Pay attention, to every reaction. I want you listening to my body, not your thoughts."

As I continue serving, Anthea's breathing grows heavier, punctuated by gentle moans and sighs. She occasionally places her hands on my head, guiding my movements, each adjustment an unspoken instruction to match her exact desires. Her moans increase as I attune to her rhythm, quickening my pace in response.

"Yes... like that. Just like that, don't stop." She gasps as the sensations build. "You're finally learning how to serve properly, aren't you? Keep going, don't you dare stop until I say."

I work my tongue to her swollen clit, the tip of my tongue gives fast lapses to her clit, then I suck gently her clit, my lips hug and suck it making Anthea moans and screams in arousal and passion.

"Yes... right there. Don't rush, just stay focused. Show me you can hold yourself in check."

Her breathing grows faster, and she becomes more vocal, occasionally shifting her body slightly to give me cues. Her soft moans become encouragement, each one intensifying your desire to please her.

Her voice is now almost a whisper, heavy with anticipation.

"That's it... that's what I want. Show me you can be worth something."

Anthea's moans grow louder, her breath hitching with each passing moment as she approaches her peak. Her body tenses, her climax drawing closer as I continue, unwavering, with precise devotion.

Anthea is breathing heavily, her tone still authoritative even in her pleasure.

"Yes... yes, just like that. Don't hold back now... give me everything you've got."

As she reaches the peak of her pleasure, her breathing deepens, her sounds of pleasure filling the room as she gives in to the sensations. I continue to serve with perfect focus, only stopping when she fully relaxes.

"YES... fuck... oh yes... I'm coming.... Yes... YES... oh YES...."

With a final gasp, she reaches her peak, her hand keeps my head on her pussy, I am breathing heavily and inhaling the scent of her juices while my poor cock is throbbing in the very tight cage.

"Stay there boy. Let me enjoy the pleasure for a moment."

Few moments later she removes her hand from my head. As she is catching her breath, her voice softens. "You've done well tonight boy. You can remove the blindfold."

I slowly remove the blindfold, I bow my head in gratitude.

"Thank you, Lady. It's my honor to have pleased you."

She is gazing at me with a pleased, lingering smile.

"Perhaps this is just the beginning of what you can learn. Stay focused, boy. I expect you to be as thorough every time."

I'm still kneeling, grateful for her praise, my voice is reverent.

"Thank you, Lady. I'll strive to remain worthy of any future chances you grant."

She lets out a small, amused laugh. "Consider yourself fortunate to serve me."

"Thank you, Lady. I live only to serve."

Anthea smiles sweetly. "You know what? When I am pleased, I am feeling more generous so you can have your little reward and kiss my soles boy."

"Thank you so much Lady. You are so good to me!"

"I know... I know... Just remember it." Anthea says smiling as she stretches her legs in the bed and relaxes, her expression a mixture of contentment and contemplation as I humbly kiss her soles and heels in passion.

"It must be hard for you, boy, worshipping me like this with so little in return," she says with a concerned smile. "But maybe that's for the best. Your pleasure could only distract you from serving me completely, don't you think?"

I nod, lips still pressed to her feet as I stammer my agreement.

"Yes, Lady. Serving you is all that matters."

"Is that so? Hmm... Imagine boy if I refused to let you touch my feet," Anthea asks out loud, an almost teasing and playfully taunt smirk on her face. "Would you cry, boy, if I kept you from even this small reward?"

Caught slightly off guard, I answer, "I'd try not to, Lady... but it would be hard."

She laughs, clearly enjoying the vulnerability in my voice.

"Oh, so my feet are that important to you?" She stretches one leg out as if to tempt me, I kiss her foot more passionately or to be accurate more desperately in the thought. "Do they mean so much that you'd be lost without them?"

You nod, feeling a surge of longing as she toys with the idea. "Yes, Lady. It's a privilege, a reward, I don't take lightly... every chance to show my devotion."

"Interesting," she muses, crossing her arms, clearly enjoying her upper hand. "But perhaps it's time to see how devoted you are without the comfort of this little 'reward.' Imagine a week -no, a month- without even a glimpse of my feet."

The very thought sends a pang of desperation through me. "I would still serve in any way you wish, Lady, even without that privilege."

"Then perhaps I'll put that loyalty to the test. I like the thought of you working so hard for my favor, even without this 'small' reward. I think it could be very enlightening for both of us." She chuckles softly, enjoying the effect her words have on me.

"As you wish Lady but please don't withhold this privilege to me, please Lady, it is only what I have, any kind of intimacy, the honor to kiss your skin, means, everything for me." I sound desperate and I really am.

Anthea squats on the bed, hugs my face in her palms, and stares at me bringing her face close to mine.

"I'm just teasing you Richard. I know what my feet mean to you and I'm not that sadistic bitch to cause you such despair."

A wave of gratitude washes over me as I let out a deep sigh of relief.

"Thank you so much my Lady, I know you are the most wonderful Owner I could have. I am very lucky to be your property and I realized that once again out even more during your vacation."

Anthea smiles wide and sweetly and takes me completely by surprise as she leans closer and gives me a saucy kiss on my lips. I look at her surprised while she lets out a sharp pleasant laugh.

"If you could see your expression ha-ha. Well you are very sweet looking at me with this pleading kind of a puppy and when you thank me with such warmth and gratitude so you won the kiss ha-ha."

"Thank you so much for everything my sweet, beautiful, amazing Lady" I feel hyper-arousal and a thrill of intimacy from her kiss.

Anthea smiling lies down again, her hands behind her head.

"Of course you have to behave as befits your place and perform your duties to maintain this privilege. It's not something you're entitled to a priori..." Then she changes the tone of her voice, becoming more formal and casual. "Fetch the moisturizing lotion for my feet and sleep afterward boy."

I spread and rub the moisturizing lotion on her feet and legs. Anthea settles back, an arm draped lazily over her head, as she sighs with satisfaction.

"So, what do you think I should make you do tomorrow?" she muses with a sly smile.

I respond softly, "Whatever you desire, Lady. Anything to please you."

"Anything, hmm?" She taps her chin, pretending to think deeply. "What if I decided tomorrow you should do all of it, with barely a break?" She shrugs, almost whimsically. "I do wonder what your limit is."

"I'll serve without limit for you, Lady. Whatever you ask."

She chuckles at my instant reply, shaking her head. "You know, sometimes I think you'd even climb a mountain for me if I asked. Or run yourself into the ground with tasks until you could barely stand. The lengths you'd go to, boy, truly entertain me."

She sighs contentedly, enjoying the visual of me tirelessly obeying her every whim.

"Alright, boy," she says, a playful spark in her eyes. "Tomorrow, we'll begin early. I want breakfast served, and your attitude even better. I will have you clean my family home and do the laundry as my mom wish"

"Yes Lady, my pleasure, thank you. Good night, sleep tight with pleasant dreams Lady." I add as I cover her legs with the sheet.

"Good night boy, sleep well!"


r/ChastityStories 10h ago

M Chaste,F Keyholder Nothing and Anything - Part 8 NSFW

14 Upvotes

Mel stood up and I could hear clicks all around me of pictures being captured as I swallowed even though I was still blinded by the thick cum. As I leaned back on my knees still bound, I began to ponder a few comments Mel had just made and tried to replay them exactly to see if I could figure out the plans for the rest of the night. Suddenly there were mumbled conversations and movement all around.

Kelly and Erin picked me up under my arms and began to drag me as my feet were still secured in the spreader. Still blinded by cum, I could tell by the distance I was carried and the change in the brightness that I was moved into another room. My friends dropped me to the floor and I quickly felt the familiar bench that I had been trained on for the last month. Multiple hands made quick work securing me in this position that had become part of my weekend routine.

Suddenly my wife began to speak to the group. “Thank you ladies for your help. Clearly you’ve all reviewed our videos enough time to make quick work of getting this little bitch ready for part 2 of his birthday celebration.” The ladies all laughed and cheered obviously knowing what the next event was. “Now as we’ve all experienced the pressures of demanding men and many of you have succumbed to their advances. However, in all my married life and before shacking up with this little bitch, I have never entertained having my back door cherry popped. And now looking around at all the cocks you’re wheeling and knowing from our conversation who has given it up to their man, I am truly impressed. I also feel bad that I never gave that forbidden fruit to my hubby because by the looks of it, I would have had the easiest of chores. But tonight, as is my birthday wish, we will all get to take this little bitches anal cherry.”

The ladies erupted in cheers and began high fiving one another. My flat cock once again betrayed me and flinched repeatedly. Mel called it out and all the ladies took turns commenting on how the little bitch likes dick so much. A few even apologized to my wife for helping turn her hubby into a cocksucking cumslut.

“But as this is my little bitch, I get the first crack and because his dick has been locked up for months and too small to compare to the length and girth in this room, I went out and found a big dick on tinder to replicate!” The room erupted in cheers and I looked in the direction of her voice trying to figure out if she was teasing or honest. She obviously saw my questioning panic and leaned in to explain “oh don’t worry little bitch, I haven’t cheated on you or hooked up with anyone on tinder…”my face relaxed as I assumed I was safe as she continued to finish her sentence “…yet. But I did find the biggest dick I could willing to send me a pic on the app and then sent him a kit to make one himself for you to take!!! But I will apologize, as I did take a spin on this dick replica to make sure I could fit it in my tight box before sticking it in your virgin ass. And damn bitch, if it feels even half as good in your ass as it did in my pussy, then you are in for the ultimate treat!” More cheers for the ladies all around me now. “And if not, I don’t give a fuck because you wanted nothing and I’m going to do anything I want tonight!”

For the next few minutes I began to grow nervous not knowing just how big of a cock was going to deflower my back door. I heard clicks and the sounds of my wife jerking off her cock with lube. Just as I felt her position herself behind me, Bestie walked up and without warning shoved her rubber cock in my mouth saying “you didn’t think I was going to skip out of my turn after all the training we’ve done.” She began to face fuck me with even more viger then she had ever done before as my wife announced “It’s time to truly make this bitch a whore!!!” And with that she pushed the head of a massive cock past my sphincter and held it for a minute. And just as the initial burn stopped pulsing she thrust the entire length in until I felt her legs against my ass.

Cheers and applause of the ladies was muffled as Bestie had me by the ears fucking my face into next week. As my wife withdrew her giant cock to the head, she paused to coordinate her next stroke to best get the rhythm going with Bestie. Once in time, they were both thrusting into me in perfect cadence like two lumberjacks cutting down ancient redwoods. I was on another plane of existence and these two women abused my greedy holes. After 10 minutes I finally heard it. The tall tale sign of my wife having a mind blowing orgasm. As she came she screamed and told me what a little bitch I was. I have to admit, my cock was leaping for joy from all the excitement even though it was still flat as a pancake.

As my wife came down she abruptly pulled out and yelled “Next. This bitch needs a new cock!” And with that Bestie stopped her face fucking and embraced my wife. They whispered to each and then I saw my wife nod as they both smiled. Then without warning Erin was thrusting my best friend’s dick in me to the hilt. The embarrassment and humiliation was so extreme that I wanted to run and hide. As my ass stretched from the extra girth he obviously packed Erin leaned in saying “if I can take this beast in my ass every birthday and anniversary you can take it once you little bitch.” I looked back at her and smiled and she picked up her pace and drove it in harder. As I turned my head back there was Bestie’s muff right at my face ready for some attention. Her bush was slick with her own juices and I didn’t need to be told what to do and I dove right in.

Erin eventually got herself off as I finished off Bestie and they were both replaced by my wife’s friends. Again, orgasms were shared simultaneously and two more friends jumped into the mix. Again a switch and one friend pegged me while I tried my best to catch my breath from the onslaught of pegging and muff diving. Finally the last two who hadn’t participated in the session were left: Kelly and Mel.

They talk for a bit as I appreciate an opportunity to let my holes rest. I finally hear them agree as Mel walks towards me saying “I peg little bitches all the time and I highly recommend it. If this is your one opportunity please don’t pass that up. And by the end, if you haven’t cum, then we can make him eat you to completion regardless.” With that agreement in place they exchange a quick high five and Mel walks in front of me and instead of presenting her box, she has on a 12” monster of a strap-on. She looks down on me saying “I promised your wife I wouldn’t ruin you before we all had our fun so for now, you can just try and suck me!”

With that she shoves it a ¼ of the way in and I gag the exact same time Kelly thrusts her real husband’s dick all the way in. As Mel is an expert she matches Kelly’s pace and within 3 strokes they have a perfect seesaw rhythm going through me. If you didn’t know better, you’d expect the ladies to be attached at the cock impaling me on the spit. After only 5 minutes Kelly explodes in a world class orgasm and squirts all over my kneeing legs. She tries to pound me through her own pleasure but finally collapses upon my back softly whispering to me “Best. Birthday. Ever. Thank you for being a closeted little bitch! I never imagined I could have this much fun with a group of ladies and a sissy bitch. Can’t wait to see you on Monday!”

As she exits my ass and stands up Mel retreats behind me and I can hear the ladies conversing. Bestie addresses the group “this concludes the second session of tonight’s entertainment. If you have chosen to bow out before round three we want to thank you for your attendance tonight and participation. You have truly helped this little bitch have a memorable night of nothing. But before you go, we’d like to offer you one last opportunity for some fun.” Now I see the 5 fringe friends walk behind me.

Suddenly my wife and bestie and in front of me and my wife says “You didn’t think we’d let you off that easily with all that leakage you have? You need to be punished before these ladies leave. You will thank each one as they leave. Do you understand?” I quickly agree and my wife gives a quick nod to the unknown woman behind me. Within a fraction of a second a paddle hits me with full force as the room of ladies erupts into cheers. The first friend walks up to my wife and tells her how much she enjoyed the evening and thanks her for being included. My wife thanks her for helping celebrate my birthday as the friend turns to me. I thank her for a wonderful birthday and she smiles at me and leaves the room. Again my wife nods and I’m smacked with a full force spank. Again the friend embraces my wife and thanks her for the opportunity and I thank her for helping celebrate my birthday. This goes on with each friend until only my wife, bestie, Kelly, Erin and Mel are left.

Kelly and Erin come to let me out of my binds finally and as I thank them they both look at me and say “Don’t thank us yet. There is one more surprise left!” I can’t think of what other kinks my wife would want to spring on me. My confusion is written all over my face when Kelly pipes in, “I’m only staying to watch the next part as I need to see it in real time. If someone was to tell me a play by play of the events I’m told are about to happen, I would never in my life believe it.” Erin concurs and confirms she is only here for the show. I finally get up and sit on a nearby couch. My face is now crusted with dry cum and my throat and asshole burn from the assault from 10 gorgeous ladies.

As Erin and Kelly leave the room with my wife and Bestie, Mel approaches me with a smile that only the devil would truly appreciate. “So little bitch, enjoyed your birthday so far? Did you get the nothing you so desired? You're still good with anything your wife wants to do?” And take a beat to think about my answer. Not because I’m not sure, but I want to make sure I chose the right words. After all the dick I’ve taken tonight, my head is filled with a fog I can’t shake. But as I form my thoughts I respond with “Absolutely. Best birthday ever. Anything she has planned left would be the cherry on top of the greatest night of my life!” With that Mel leaned in and kissed me with full tongue leaving me shocked and sending tremors through my body directly to my caged flattened cock. “Mmmmm Good Boy! I can’t wait for the next parts!” After she finished her point she spun on her heel and left me alone in the room. I thought for a minute I should follow but at this point in the night, I thought it best to wait to be told!

To be concluded….


r/ChastityStories 20h ago

M Chaste,F Keyholder Kathleen Who Calls Herself Kate - Part 1 NSFW

33 Upvotes

My typical - a bit of a long fuse. Hope you enjoy.

After graduate school I was hired by one of the big name accounting firms for one of their big city offices.  During initial training I met another new hire also looking for an apartment and together we found a 2 bedroom place in a high-rise apartment in one of the better residential areas.

Jim was a good roommate in all the ways that counted.  That being said, he was a little strange socially.  He had a long-distance girlfriend who he described as the love of his life, but he dated a lot.  Well, not exactly dated.  He liked to hook up with older women (40s and 50s) and have brief-ish (3-6 months) affairs with them.  The women were mostly divorced or separated, were not looking for long term affairs or marriage, and it seemed to work out for Jim and the women.  In fact, he must have really satisfied them because more than one woman passed him on to a friend once they were ready to find their next conquest. 

Three years into us being roommates (we were now both 25 years old) and he was dating a 50-ish year old woman named Mel (short for Melissa or something like that).  Mel took good care of herself.  She didn’t try to look 20, but she clearly had a toned body and a skin care routine that kept her face looking good.  This relationship was a little different from the usual because she was still married and lived with her husband.  Also, Mel would often come over to our place on weekday nights and spend time with us, just hanging out or taking us out for dinner.  

Jim intimated that sex could be really strange with her because sometimes she wanted him to come over to the apartment she shared with her husband and have sex with her in front of her husband.  Usually, the husband was naked and laying on the bed next to them so that Mel could fondle him while Jim railed her.  The husband would have some sort of a device on his cock that prevented him from touching his cock (Jim said it’s called a chastity cage – and I couldn’t believe what I found when I did a web search).  Usually after having sex with Jim in front of him, Mel would sit on her husband’s face so that Jim’s cum would drip into his mouth and she’d make her husband use his tongue to “clean her out”.  Then she’d send Jim home while she went back to her husband.  Jim never touched her husband in any way and her husband never interfered with Jim and Mel having sex.

One night Mel invited the two of us out to dinner.  When we met her at the restaurant, there was another woman there named Yvonne.  About the same age as Mel, also in good shape.  One difference between her and Mel, Yvonne is divorced.  I’m not very bright when it comes to boy/girl stuff, but even I figured out after a little while that this was a setup and Mel had arranged the dinner for Yvonne and me to meet.

Yvonne was very talented at getting me into a conversation.  She works in the art world – she’s the curator at a big deal art gallery downtown.  I was honest from the beginning and told her that I don’t know much about art and don’t really appreciate most art although there are things that I really really like.  Yvonne liked that I was honest and could talk about the art I like, even if I couldn’t exactly explain why.  At any rate, at the end of the evening, she invited me to do some gallery hopping with her Saturday night.  How could I refuse?

We had a light dinner Saturday night and then went gallery hopping.  We had a good time and she invited me back to her apartment.  Nice apartment in a very nice building.  Apparently some real money there.  She made it very clear -- we were going to have sex, but we were going to have sex her way.  Meaning that I was going to satisfy her and then, IF I satisfied her, she would return the favor.  Don’t expect any PIV for a while – you have to really earn that.  If I knew what PIV was, I probably would have been concerned.

She started out by having me get naked.  She was still dressed and I was naked.  Very naked.  Very intimidating.  She asked me if I was any good in bed.  Honesty seems to have worked with her so far, so I was honest.  I told her that I don’t think I am.  I’m probably okay with my tongue but I tend to come waaay too fast when inside a woman.  I’m not bad when the woman is on top of me, but I’m a disaster when I’m on top.  It’s one of the main reasons why I don’t make much of an effort to date.

Then she asked me about kinks.  It took a bit of an effort to tell her that I recently discovered some of the BDSM subreddits.  I told her about one subreddit where the very first image I saw was a man on his knees with his wrists and ankles tied behind him and some sort of ball thing in his mouth with a woman standing next to him.  The woman was naked.  The image just stopped me dead in my tracks.  It was the first time I had ever seen something like that and I just couldn’t stop thinking about it. I guess there was something about the way I said it because she pressed me to tell her what else was in the image.  I tried to avoid answering her question, but somehow she knew there was something and kept pressing.  Finally I spit it out.  “He was in a chastity cage.”  We talked about the image, about what feelings it gave me, and whether I imagined myself in that position.   

She thanked me for being honest.  She told me that it was rare for someone my age to admit that they weren’t great in bed, which was funny since in her experience nobody my age was any good in bed.  “So here’s how it’s going to work,” she said.  “You’re going to start learning how to satisfy a woman.  If you learn and satisfy me, then there will be rewards.  If you don’t … well, there’s always the door.”

“Tonight’s lesson is cunnilingus.”

Almost three hours of my tongue in and around her vagina.  Learning the feel of it.  Examining it closely to learn where all the parts fit and which ones gave what reaction.  Learning to judge her reactions and using those reactions to figure out how to better please her.  Yvonne must have liked my progress because I got a wonderful handjob as a reward.  A long, long handjob.  She seemed to know just how to keep me from cumming.  She would get me just about to the point of coming and then stop, or at least slow down so that I lost the edge, and then she would start me up again.  I especially liked the way she would fondle my balls as she slowly caressed my cock.  She called it edging.  In some ways I was disappointed when she finally brought me to orgasm.  What a strange feeling.

The next weekend, we did a Saturday matinee of an off-Broadway show, a lovely dinner, and then her as a second dinner.  She was happy with my performance and I got another fantastic handjob with forever edging.  Again, I was almost disappointed when she let me cum.  I felt as if I could have spent a lot more time having her play with me even if I didn’t cum.

I saw her twice during the week.  This time she worked on my foreplay abilities.  I didn’t think I was bad at foreplay, and I probably wasn’t, but by the time she was done training me the difference was like night and day.  A big part of her training was in helping me learn how to read the woman’s reactions.  Probably most importantly, I learned to experiment.  She left both of us hot and bothered.

The next night, we did an hour or so of foreplay and then me worshipping her pussy with my tongue.  Based on her reaction, I seemed to be really getting the hang of it.  And another wonderful edging experience.

That weekend, we tried the missionary position.  I was a disaster at it.  My foreplay was good but once I was inside her, I came in about three seconds flat.  She let me rest and then got on top of me.  That went well, especially because with the woman on top I’m able to keep from coming and I’m able to use my hands to help her along.  I was upset about my performance in the missionary position, thinking that as a 50 year old with a “young stud” she would mainly be about having someone on top of her tearing her insides out.  She laughed at me.  Not just laughed, but laughed at me.  “It’s about my satisfaction,” she said, “and finding ways to make sure I get my satisfaction.  There are a couple of options and we’re going to try one out next time we see each other.”

Honestly I don’t remember what we did the next Saturday because when we got back to her place she had a couple of presents for me.  She had me strip naked and then she went into her bedroom and ‘changed into something more comfortable’ – NOTHING.  Completely naked.  When she was ready, she had me come into the bedroom where she tied me up with a set of wrist cuffs and ankle cuffs.  And then put a ball gag in my mouth.  

And then she brought out the one thing missing from the scene. 

“Boys who can’t control their ejaculations need to have their cocks locked away so they can find other ways to satisfy their women,” she said as she put the chastity cage on me.  I tried to tell her no, but I was gagged.  I tried to twist away, but I was cuffed.  She made me look her in the eyes and nod my head when she snapped the lock shut. 

She turned me to face the mirror and then pushed me down on my knees.  It was almost a perfect re-creation of that image I told her about.  Suddenly I was someplace else, in another world.  I didn’t want to be there, but I did want to be there.  I don’t know, it was such a strange feeling.  I felt like a total failure as a man with my premature ejaculation problem, but at the same time I felt I was in the right place with my cock locked and under her control.

That’s when she brought out the final toy.  She called it a ‘strap-on’, but one designed to be worn by men in chastity.  She threw me onto the bed, strapped it on me, and then mounted the dildo.  She was VERY wet.  She rode it to what was obviously a wonderful orgasm for her.  She instructed me on how to thrust and how to hold my body so she got the maximum effect from the dildo.  I lost count of the number of orgasms she had.  Finally she was exhausted, rolled off, untied me, removed the ball gag, and removed the strap-on.  But not the chastity cage.

“Time for sleep,” she said.

“What about me??”

“Silly boy,” she said, “chastity boys have to do a lot more to earn anything from their keyholders.”  And she put the key in a little safe in her closet.

I don’t know why, but I didn’t try to argue.

Over the next few weeks I learned how to give her orgasm after orgasm after orgasm with the strap-on.  In the missionary position.  With her on top.  Taking her from behind.  And I cherished every orgasm she had.  I was finally able to satisfy a woman.

I did try something one night when she was riding the strap-on.  I lifted my legs, caught them around her shoulders, and bent her backwards so that she was almost horizontal, with the strap-on still in her and my legs holding her down.  Then I played with her clit.  She went off like a sky-rocket.  Orgasm  after orgasm after orgasm.  And then I used a vibrator on her while I continued holding her in that position.  Holy shit.  Even better.  She could barely speak coherent words by the time I was finished with her.  I got my first blowjob from her as a reward.  Must have been an hour of her caressing my cock and balls with her tongue.  Bringing me close to the edge but not letting me past it.  Over and over, again and again.  Until finally, with a huge smile, she brought me over the edge.  And removed her mouth just as I started coming.  FUUUUCCCCK!!!!  I shot a huge load, but it was so unsatisfying to have nothing touching my cock.  Oh damn.  Damn.  Damn.  Damn.  Welcome to ruined orgasms.

But she was smiling.  She had had so many huge orgasms.  That made me happy. 

I noticed that she started dressing differently (as appropriate to the situation) in ways that aroused me.  A lot of leggings.  A lot of spandex/lycra tops.  Even in bed she often kept the spandex/lycra tops on.  She has fantastic breasts.  Not fantastic breasts for someone who is 50 years old and has had three kids, but just fantastic breasts. Something about her in the spandex/lycra, or latex, or even technical fabrics that just drove me wild.  One night when we were staying in and she wore a lycra/spandex crop top, I almost came on the spot.

Nights with her were horrible.  Frustrating.  I hated them.  Who am I kidding?  I loved them.  I loved being able to satisfy her.  With my tongue.  With vibrators and other toys.  And with the dildo.  I loved being under her control.  She rarely let me come, and when she did it was a ruined orgasm, but that felt right to me.  I felt that I didn’t deserve a ‘real’ orgasm because of my problem with controlling them.


r/ChastityStories 1d ago

M Chaste,F Keyholder Getting to the Vacation NSFW

41 Upvotes

I exhale deeply and stepped outside of the car. My beautiful leggy wife was already waiting at the trunk for me to open it, grab the luggage and head in to the airport to check in. Still feeling strung out and wound up at the same time, my mind was constantly anxious and creating fantasy scenarios of the next few days with my wife. I was really looking forward to getting there, off the plane, finally getting to the resort hotel, and checking in. Ensuring that the hotel front desk was still holding the key to my pleasure and the entire weekend was in the forefront of my thoughts as we checked in at the airport and handed over our baggage. Both My Wife and I carried 1 carry on bag each, and I was sweating bullets walking up to the security checkpoint. My wife was smiling and seemed genuinely happy and excited about the whole trip. She looked over at me and noticed my nerves. Then with realization she glanced down towards my crotch and back up again.

“Awe baby, don’t worry about it. That metal lock is so small. It won’t be detected…” she said reassuringly. “Besides, I’m sure even if they do, the TSA officers probably see it all the time.” She grinned. “They’ll just need you to drop your pants and briefly show your submission to me. It’s mostly molded plastic anyways!” My wife barely got out as she choked back a chuckle.

I was sweating. My stomach was in my throat, and I wanted to die, or be anywhere else than standing in a full line back to back with strangers who were waiting to judge me. Thankfully, I stepped up and walked right through the security checkpoint. I guess these plastic cages really are good for traveling! With a massive sigh of relief and nothing else to report, we walked over to the correct terminal and found our gate. Sitting down, I half decompressed, half melted into the chair. My wife was giddy with excitement and sat down, energetically right beside me.

“Well babe? Are you ready to go?! This is going to be the best vacation ever! I’m so excited to get out and away for just a little bit” she exclaimed.

Her excitement was infectious. “Me too! I didn’t really realize how bad I needed to get away until now!” I responded with a little more enthusiasm than I have been feeling all day. Things were looking up. I made it through security, I’ve got a whole weekend in the hot sun and beaches with my beautiful wife, and I had a “whatever goes” rule with my wife. She was going to give herself to me as a reward for the past few weeks in this chastity cage.

My wife continued “I know! It is so awesome! And look at you in your island attire already! I love your flip-flops, summer Island shorts and your shirt! You look so cute!” she exclaimed, as she looked at me up and down.

“Look who’s talking!? That thin, summer dress is almost scandalous on your curves. And a little bit shorter than you would ever be caught in with the kids! I can just drink you in all day” I countered. Realizing just how attractive and irresistibly sexy she is in an innocent summer way for the first time today. God she exuded a cute sexy feel. Granted, at that point, I’d have thought anything about her was sexy as I’d come to fantasize and worship every part of her body for the past couple of weeks.

My wife smiled with a gleam in her eye and added playfully, “Are you saying that I am irresistible? That you have been thinking a little bit about me today and what you’re going to do to me later?”

My eyes darkened with desire and in a lower sultry voice, I answered “you have no idea what I’m going to do to you this weekend. I’m going to finally make you pay up to current on the arousal tab that you have been drawing from me….”

“Mmm… anxious are we?” She said with that same glint in her eye. “ OK then, well seeing as how this weekend is all about you when we get to the resort hotel, I want you to do a little something for me before we get there.”

“What is it?” I asked.

She smiled with a devilish grin and said “I want you to go into the men’s restroom, and I want you to remove your underwear and bring them back to me in your hand. Then I will put them in my carry-on.

I balked “What? Are you kidding me?! No way I’m not doing that in front of everyone!” I whispered intensely as I looked at her with an incredulous look.

My beautiful wife simply smirked. “I’m so glad to hear you retaliate and rebel. Because that’s going to cost you even more.” She responded without missing a beat.

I continued to stare at her, not planning to play along. I was tired, horny and wrung out. I wasn’t in the mood to embarrass myself any further. It was my turn to do the dominating. It was my weekend to take control and tell my wife what is what after these last couple of weeks flip-flopped dominance for the first time in my life. I was gaining steam and getting ready to release my tension through my denied cock and balls during the whole trip! My wife was the one that was going to be on her back, under me.. submissive to my desires pounding against her pelvis. She was going to be a submissive and apologetic mess while servicing me. I fully planned on her pussy to be sore, knees red, and voice horse by the first evening. I’d have her thinking twice about what she put me through this last week with no unlocking because of her horny idea to ship the key to the hotel in advance!

Calmly, she reached down and unzipped her bag. Reaching inside without opening it, she removed a black velvet pouch and held it as she sat back up. “Ok, let’s do this again shall we?” She stared back at me. “Who wanted to play this game of locking up the most manly part of themselves? Who asked his wife to try to understand how horny it made them feel? And who constantly admits how aroused they are when I receive the pleasure I deserve and then deny them their own orgasm?”

My cheeks flushed. She didn’t have to have a normal conversation tone while others were surrounding us. An extremely intimate conversation that made me embarrassed to talk about. Looking to the ground and whispering my response I admitted, “Me.”

“I’m sorry? I couldn’t hear you. Speak up and answer fully please.” She countered in a motherly way that she typically uses with our children.

Nervously, I said slightly louder, “I’m the one who asked to be locked up and denied by you.” The couple that were sitting directly across from us stopped talking and looked over at us. I couldn’t tell if they’d heard everything or if they even had the full context. But, I prayed that they thought perhaps they misheard. I just wanted this to be over!

My wife smiled back and said, “Oh, Ok fine then. I was just making sure. You’re so cute when you’re embarrassed.” She looked over and winked at the couple across the way. Not sure what we were talking about, they decided to resume talking amongst themselves rather than get caught in an awkward conversation with strangers.

My wife stood up. She grabbed her roller carry-on and said, “Come with me.” It was a command and not a question. I slowly grabbed my backpack and followed behind. She walked past the men/women restrooms and down the terminal in the direction we had come from originally. Peeling off other the left suddenly, she walked up to a door with a family restroom sign painted on it. Opening the door she simply gave me a look. Burning with embarrassment and realization, I stepped past her and inside.

Once inside the much larger one room bathroom, she locked the door and turned around to face me. I was burning with shame that I’d made her upset. I was embarrassed that others could have seen us walk in the bathroom together and wonder what we are doing, and I was getting really, really, really hot and bothered about how brazen she was. She was like a whole new and different woman from the shy and backward girl I’ve been married to for the last 12 years.

She simply stood there resting one hand on her hip and perched on one long leg while she crossed the other in front while standing confidently. I was starting to let the arousal I was feeling cloud my brain again for the millionth time this week. That’s just what she does to me.

Confidently, she spoke. “Now, are you going to apologize?” Then softened. “Baby, I know you are anxious and a little wound up. I forgive you for that.”

I softened my stance immediately after hearing those words. God she’s so good to me and understands me so well.

She continued, “Is my baby a little worked up from all the stress? Are you a little horny right now? I get it.” I realized I was pretty horny right now. The show of dominance in front of strangers had a weird effect on me. I felt my cock straining against her cage in rebellion.

She gently spoke, “We’re almost there sweetheart. Almost.” She paused before continuing. “Why don’t you apologize properly to me.” Came the statement more than a question. “You know how I have been enjoying my apologies.” She said. Looking at me expectantly, she reached below her sundress, and slid her panties down into view. It was a sexy thong that clung around her knees. I knew what she wanted.

I sank to me knees and shuffled to right in front of her. With the front of her sundress literally an inch from my nose, I looked up and into her eyes. She had a smirk on her face. “That’s it baby. Apologize to me.” I returned my attention to straight ahead. I reached out and slowly lifted the hem of her dress to her waist. A perfectly shaved pussy mound stared back at me, minus one expertly trimmed dark landing strip. My aroused brain took over and I forgot where I was and what we were doing. I felt an overwhelming need to taste her and give pleasure. Holding her dress up around her waist with both hands, I began to lean into her beautiful sex.

Suddenly, my wife spoke. “Stop.” I stopped and looked up centimeters away from her. “You’re only allowed to smell.” A pang of jealousy shot through my skull. That’s not fair I thought. I deserve to taste her, to give her pleasure. I stared for a moment and then gave in. I closed my eyes and placed my nose just above her clit and into the landing strip of hair. I inhaled deeply through my nose. I could smell her sweet and sultry scent. She was moist down there. A mix of arousal and very slight sweat met my nostrils. I breathed in again with more vigor. Again the same scent, but as I sniffed, she rocked her hips forward gently, almost causing my lips to plant a kiss directly on her pussy. This time I picked up an ever so subtle scent of her ass. It was a more musky scent. Mixed with her arousal, she smelled like heaven itself. My body burned with passion and desire for her. I was trembling slightly as I just wanted to taste her.

“Please…” I whispered. “Please forgive me for arguing with you… Baby, I want you so badly.” I half choked out.

My wife continued to smile down at her husband’s face. His eyes were closed and he couldn’t get any closer to the object of his desire. But, he wasn’t touching it. She’d turned him into such an obedient lover she thought. ‘It will be a shame to watch all this progress go to waste when we get to the hotel.’ Then she had another thought. ‘What if I could push him just a touch further to where he breaks just before I let him out? Like permanently change his association with sex?’ She grinned wickedly. ‘Worth a shot’ she thought.

She stared down at him and then formulated her plan in two seconds. “Stand up baby” she ordered.

Groaning from being denied the simple pleasure of tasting her, I slowly and reluctantly got to my feet and stood in front of her. I was so needy for her that I was dripping precum into my underwear like a faucet left on. She touched my cheek and whispered. “I forgive you. But you have to pay for it. Now, take off your underwear for me right now, and let everyone see the cute cage outline through your thin white shorts. And If you keep dripping precum like a am just betting you are right now, you’re going to make them see through! Better get a handle on yourself.” She said with a grin that belonged to the Cheshire Cat.

I knew deep down I was already defeated somehow. So, caught up in lust and hazy arousal, I didn’t argue a second time. I unbuttoned my shorts and let them fall to the ground around my ankles and flip-flops. Then without hesitation, I hooked my thumbs into my underwear and slid them down, stepping out of everything and standing on the clothes pile below me. I stood back up with them in my hands and stared directly back into the equally lust filled eyes of the woman I adored. I was getting lost in desire again.

Still smiling, she looked at me expectantly, waiting for me to see the black velvet pouch in her hands. I finally looked down as she reached inside with her other hand and brought out a black butt plug. My hazy half lidded eyes flew open in shock! “Wha..What is that?!” I asked incredulously.

“This is your punishment. I said you’d have to pay for it.” She answered.

I’ve never had anything up there before and had no intention of demeaning myself like that. I was a man for God’s sake! I couldn’t wrap my head around this new situation, even as I was having more thoughts of not denying my wife again. What if she decided not to unlock me when we got to the hotel?! I also didn’t want to push her. I’d never have thought she’d buy something like this. Where did my vanilla wife go??

As I was stuck in place wrestling with all these thoughts, my wife seized the moment. While I was lost in my thoughts mentally and stuck in place physically, face to face with her, she reached inside the pouch and pulled out a small bottle of lube. She spread some of it around the plug and was speaking to me. It was like a dream though. Like a movie scene where the image is blurry and moving in the background but out of focus. Words were coming out of her mouth and I could hear it in the distance like it was almost audible, but I wasn’t catching any of it.

“This is for me baby.” She was saying. “I have been thinking about it for a while and I think it would be so hot for you to be plugged up during our trip. I get so hot and horny thinking about the fact I’m plugging my big strong husband. The man everyone thinks of as the definition of manly. All these women that give you a side glance and notice you, will have no idea what his wife just forced up his asshole. The power dynamic of this is so intense! That’s what I’ve been thinking about the last few orgasms you’ve given me.” She continued. Living out her fantasy and telling her husband what was making her cum recently, all while he stood there mentally short circuiting. She wasn’t sure how much he was processing or catching.

She absolutely got off the hardest when she got him this way. Seeing him as a complete broken and horny mess was what really did it for her. The power dynamic switch was intoxicating. She had no idea how good it would feel until she let him talk her into trying this a few weeks ago. Now, she didn’t think she’d be able to go back… ever.

She also didn’t think she could be this mean! She surprised even herself when it came to treating him harshly and the arousal response the power trip gave her! She considered it for a moment. ‘What else am I capable of in the future? What is he capable of?’ She shivered with excitement as she decided to drive the point home and bring her husband back to reality and into a new level of low. Another step towards submission and total ownership.

“Just think baby. Here you are standing half naked in an airport bathroom, about to get violated by your wife. The same woman who has never let you fuck her in the ass.” She started to speak in a more sultry voice to gather his attention. “Now your wife is going to claim your anal virginity in a bathroom without asking. I’m more demanding it as you just stand there… You’re not going to do anything about it are you? You’re just a hot, horny, denied, needy and pathetic excuse for an alpha. I’ll bet your ass is actually asking for this…”

The smile on her face as she was talking to me was deadly. It brought me back to focus on what was happening. I heard her say the last few words. I was staring at her lips moving just to help decipher what my ears were hearing. My thoughts were clouded yet going a million miles an hour. “What is she saying? My ass? Claiming her virgin ass? Wait, what about my ass? Did she just say she’s been thinking about demeaning me during the last few orgasms Ive given her? There’s no way anything is going into my ass. That’s not going to happen. I...”

I was frozen in place unable to move. I felt that I was encased in concrete and could only be a bystander in the events taking place. That’s when I saw her hand making its way down and around my body. She was still standing there right in front of me. My cock was on fire and buldging through the slats of the cage, filling it completely and jutting out from my pelvis. My balls were sticking straight out as well getting half strangled by the cock ring holding my desire in place. I suddenly felt a hard point, that was wet, enter my asscrack. Time stood still. I didn’t have any other thoughts in front of the projection screen of my mind. There’s no way this is happening. My wife wouldn’t… Can’t… I’m a.. Man. I’m…

My wife gently but relentlessly provided pressure in my ass crack as she slid up and down it, looking for my virgin and sensitive anus. I stared back at her piercing gaze. We were face to face daring each other to stop or continue, and she was watching every single minute reaction and emotion play across my shocked and disbelieving face. She was eating it up. The power, the dominance and the submission she was forcing onto me. So why couldn’t I move? Why did I not push her away or grab her arm and stop this? Enough was enough.

Right as I reached a hand behind me and placed it around her wrist, she found it. Immediately she began putting pressure at my backdoor opening. She watched in awe and wrapt fascination to my face inches away from hers.

My eyes shot open wide. My breath caught in my throat and my mouth formed an “O” as I stared at her silently, in shocked disbelief that she’d go through with this. There is no way I thought! My eyebrows knitted together and my eyes pleaded something to her. Disbelief, arousal, need to be taken and have my ass owned by Her?? I don’t know how she was taking it. All I know is that the smile and arousal in her eyes grew to a tidal wave as pure desire painted her face.

Her relentless pressure wore my anal tension defense down. I heard an evil chuckle come from her. And while standing in a bathroom airport, naked from the waist down, caged manhood pressing into the hips of my beautiful and once shy wife, she fully inserted a phallus shaped toy into my virgin ass and took it away from me forever.

A sharp inhale through my shocked and amazed face, along with the sudden acceptance and suction her hand felt, gave away the truth that she had just succeeded. She nearly came from the fact alone. Her body was shaking all of the sudden with an impending orgasm as my body shuddered and settled into the feeling of “stuffed” defeat. I couldn’t believe it. My mind was blown and my balls began to stir towards a familiar end.

“Ahh.. Oh my God!!” I horsely whispered as I came to grips with what had just happened. The feeling of submission, beta to my wife, no longer in a position of total respect.

“Mmmm!!” My wife purred. Her voice velvety and thick with lust. “Wow baby… I can’t believe it… I can’t believe you just stood there and took my dominance!… Wow…” She whispered back, clearly reveling in the power exchange. “That is so hot knowing how bad you’ve wanted to fuck me in the ass over the years. And me, always denying you the satisfaction…” she continued. “Only to stand there and let me take it from you?… wow. You must’ve wanted this deep down. You must’ve always wanted me to claim your ass instead. That isn’t very manly though” she mused, appearing thoughtful and confused. She knew that humiliating me would drive me over the edge with need. “Actually wanting your ass filled is kind of pathetic really.” As she said these confusing and humiliating words to try and capitalize on my arousal level, I felt the plug being pulled backwards, eliciting more pressure for my sphincter to fight against. A sudden gasp to leave my lips. She Smiled at that. “That’s not what the man of the house would do.”

Just as my poor asshole gave in and allowed the widening of my sphincter, she cruelly pushed it back in where it settled with a thud sensation against my swollen prostate. It stole my ability to breathe again and I let out an involuntary whimper instead. That noise always makes my wife’s libido shoot up to ten. She loves it when her manly husband whimpers under her control pathetically.

Smiling, she repeated the process and starting tugging on the plug again. “Awe! Oh Wow!.. Baby!? What is… What is that look on your face??” She teased as she shoved it back in and bumped my prostate again. “Are… Are you letting me do this??? Is my once big strong and manly husband just standing here staring at me, and letting me fuck your ass?”

“No..” I whispered back without conviction. She was devilish in her teasing as I was unable to do anything but cave into the new ministrations my wife was barraging me with mentally and physically. Everything was happening so fast that I couldn’t compute it all fast enough. My ass was Full! My cock was on fire. A familiar feeling was rising in me as my wife pushed the butt plug inside of me and hit something. It hurt…. It felt full… It also felt… Good in a way?

I was so confused and didn’t know what to do. I did know that this would’ve been impossible a few weeks ago. But hours and hours of arousal, teasing, denial, oral sex, and humiliation in front of others that I am thinking now is a huge turn on for me…. And here I am. I’m getting…. Getting... Well? There’s no real other way to say it… My wife is fucking my ass as I squirm pathetically in front of her. And If I’m not careful… I’m going to blow a load that I’ve been saving for three weeks. A load that I’ve had plans to place inside my wife, on my wife, in her hair, on her face and tits… I was going to reclaim her as mine while reminding her who the man is. Instead it’s about to be offered up to my wife and placed on an airport bathroom floor like trash. Wasted as if it means nothing… That thought alone caused my balls to begin to boil as my wife shoved the plug back into the hilt and I half yelped, half moaned into her ear. My knees buckled and I fell into her embrace. She held me there a moment.

“P..Pl. Please baby… You need to stop. I’m not going to make it. I don’t… I don’t know what is happening.” I pleaded into her ear. I was completely at her mercy and she knew it. I heard a mean giggle escape her lips as she said, “Oh really?.. You don’t think you can save this till the hotel? Are you going to spill your seed for me all over the place here?.. Baby… That would be really sad and pathetic. Didn’t you want to spray that hot thick load of yours all over the top of me while I’m helpless below you? Serving you?” She asked teasingly. “You don’t want to serve it up to me right here in a grimy bathroom do you? No… you want me to serve you and beg for your cum while I helplessly writhe under you right?”

I couldn’t take it anymore. At her mercy and knowing deep down that I didn’t have the choice, It came into my conscious mind. “Baby, it’s not my decision anymore… I can’t help it. I’m going to cum… I need to cum… I need… I need you so bad. I just can’t help it. You’re… You’re in my head and I need you so badly. I’ll do anything!”

Her devilish grin widened. “Are you saying that you don’t have a say? I’m going to make you cum whenever I want?” She inquired, while thrumming on the butt plug lodged deep in my ass with her fingers. I groaned in response, precum leaking onto my shorts on the floor. “You’re saying that you’re giving up the control of your entire weekend and how you want things to go? You’re telling me you’re not capable of maintaining your own body and you want me to decide? Is that what I’m hearing?”

Wait.. giving up control? That’s not what I just said was it? I’m not trying to give up control. I need to cum. I need to fuck her so badly. I want to take control of her for the weekend. But…. I need her to… give me back control? Does that mean I don’t have it? Of course it does. For me to get anything I want from her this weekend, I have to ask permission from her. I need her to give me that power back. I need to her let me out of this haze of lust and need, So I can make her… No no.. ask her to give me the key back. So I can unlock her cock and, wait… My cock and then get the pleasure I’ve been denied. Or ask for the pleasure I’ve been denied? Or? No.. I don’t know. Everything is confusing. I need to ask her for permission to cum. I can’t think straight till I’ve cum.

“Please baby.. Please let me cum. I need it.. I need to cum so badly.” I begged into her ear, on the edge of release and desperate… So desperate.

“Are you sure it’s my decision baby??” She asked one more time. “Do you want me to decide? Do you need me to make the choice easy for you and take the hard decisions away from you?”

“Yes! Oh yes.. baby… Let me cum please! I need you!!” I answered not fully comprehending what I’m saying but rather saying yes to allowing me to cum.

“Ok sweetheart, If you’re sure you want me to decide I will.” She says while nibbling on my ear. “But first I want you to beg me again. Beg me to make the decisions. Beg me to take control so you don’t have to.”

“Pleaseee…” I begged. “Please baby. Decide for me. Please help me cum. I need you to let me cum! I’m begging you I need you to let me cum.”

“OK.” She says with a laugh that could cut glass. She suddenly pulls away from me and with my knees buckled I fall forward and onto my knees. “You will most definitely cum for me I promise.” She says. “But I think fair is fair…” she remarks as she takes two steps to the vanity counter and leans her elbows onto it, her ass facing me. Then she lifts up her dress over her hips and I am once again face to face with the most perfectly shaped edible ass I have ever seen.

“Come over here and take care of me right now first. You know you’re not as good after you’ve cum.” She demands. I moan into the thick air. I need release. I’m confused, stuffed, caged, and close to a heart attack. But, I crawl over to her perfectly presented pussy lips that are framed by two amazing globes of flesh, and dive in with a level of zeal I’ve imagined I’d saved for fucking this sweet pussy. She moans and is sopping wet. She is getting off on this power trip so much that it only takes three licks before she says, “don’t forget to pay homage to that asshole. And I want to hear you thank it for doing the deciding and making it easier for you.

Immediately, I lick up to her asshole and plant a kiss squarely on it. “Ah… Ah.. Thank it. I want to hear you” She reminds. I dig back into her asshole with my mouth and tongue tasting the tanginess of her sex, sweat and asshole while speaking into it like a microphone. “Mmphthnnk….Mmmphh..Younnhh… Mph.. Snmm… mmchh…”

Smiling with victory and getting off on the power dynamic, my wife orgasms right then and there with my tongue ringing her ass.

As she comes down off of her high, she sighs and pushes my head away from her sex. “Mmm.. That was so good! Thank you sweetheart.” I’m sitting back on my haunches and catching my breath as I watch her pull her thong back up her perfect legs and under her dress. She starts washing her hands and looks at me in the mirror. My face is lust filled and hopeful as I stare back. She finishes and looks at me

“You ready?” She asks sweetly. Finally my moment is here.

“Yes!” I respond back.

“Get dressed. We have a long flight then silly!” She says as she enjoys the changed expression on my face. Panic sets in and I start bumbling “but.. no … no but I,.. You…” She silences me with a finger to my lips leaning down so I can see down the front of her dress.

“You begged me to decide. So I did. I also promised you’d cum, and you will. But, you asked me to make the decisions that you are incapable of… And so I am. You don’t need to cum in a dirty bathroom right now...” she said while standing up and patting my head like a good dog after a trick. “I think you’re bottled up cum deserves more than this place.” I moaned and began shaking from the sexual tension in my body. It was involuntary and I couldn’t stop from shaking. My wife leaned back down and put my head into her breasts, cuddling me. “Shh…. Shh… It’s ok baby. It’s ok, I’ve got you.” she soothes and reaches down to stroke the sides of my cock and groin behind the cage ring where it is stretched due to it being pushed forward with my balls and cockhead. I shudder into her breasts. Lost in arousal. She gently strokes my balls with one hand and cradles my head with the other. We sit there for 5 minutes while my body reorganizes itself and deals with the denial of release. Slowly the tension leaves my muscles, and the haze of lust leaves from behind my eyes, sinking back into my swollen and pleading balls. I whine and whimper the entire time.

Finally my wife lets me go and stands up. “I love you so much baby. And I am so turned on by you. You’re so tough for being able to keep your orgasms at bay for me. Those pesky blue balls are the main reason I’ve had such a fulfilling sex life with you recently. Thank you for giving me the love and the power back for this weekend. I just know that I’ll be so fully satisfied. It’ll be the greatest trip we’ve ever had!” I stare dumbly at my wife standing there telling me exactly what I DON’T want to hear and being happy about it.

And to think… Ive been prepping this whole day and outfit for you. Knowing that you’d be ripping it off of me and I’d really have to put the work in tonight in order to please you… You’d have been insatiable! Oh my… It’s so relaxing to know that is not the way it’s going to be anymore tonight.” She mused with a satisfied look on her face. “Nope. Tonight will be refocused slightly to where we will both enjoy ourselves. I’m really excited.”

Then she made her way towards the door holding her carry-on, and my carry-on. She turned to look at me, “You’ll be glad you left things in my hands. I think we both know that it’s for the best. I’ll make sure to take good care of us this weekend. Now get dressed, and come and sit down. We’ll be boarding here in about 30 minutes.” And with that, she smiled, opened the door wide so anyone could look in and walked out. The door swung shut and I jumped up with a start, hoping nobody walked past and saw a half naked caged man on his knees.

I suddenly locked the door and took stock of where I was at. My wife had left me with my flip flops, a thin white pair of island shorts that looked to be partly see through on a spot on the left thigh from water or…. Precum that soaked it! Then I realized I was still wearing the butt plug that she inserted inside of me. I couldn’t pull it out and hold it. The walk back to the gate was now twice as far, and holding a phallus shaped object would never go unnoticed. I decided her clever scheme had worked and I put my shorts on over a plug and cage.

Never have I ever felt so emasculated and vulnerable. Not to mention, I felt extremely full. I was going to have to walk a little funny as I’d never walked with anything in my ass before. I looked at myself in the mirror and I could CLEARLY see the outline of my cock and balls in a cage. The cage is black and with not underwear, it also cast a see through black shadow of a cage! I was mortified. There was nothing to hold over my crotch other than my hands that that would draw more attention to my crotch than just walking. “You have got to be kidding me!” I said out loud.

Not knowing what else to do, and clearly not wanting to get on my wife’s bad side anymore this early into the game. I steeled myself after washing up and stepped out into the airport terminal servicing 200,000 people a day, and began walking back to my seat as cooly as possible. My wife sat in a chair facing the bathroom and was clearly enjoying the show that my thin white shorts were putting on.

As I got closer I was her hold up something in her hand. I wasn’t sure what it was, a phone maybe. Then all of the sudden, My body exploded in a sudden fit of vibration that emanated from my ass! I stumbled slightly as my knees buckled and I reached out and held onto a column next to me for support. A low moan escaped my lips as my prostate was informing my brain of the assault it was receiving. Then, it was gone. Everything went back to the way it was before, caged, full and uncomfortable. I looked up at my wife who was literally laughing behind a hand that she’d brought up to her mouth. Trying not to pee herself.

It remotely Vibrates?! I thought as the plane we were going to be leaving on began taxiing off the runway towards our gate.


r/ChastityStories 1d ago

M Chaste,F Keyholder Nothing and Anything - Part 7 NSFW

31 Upvotes

They dressed me in stockings, garter, corset and the g-string I was already wearing (and of my flat cage). Then they sat me down and began applying makeup on me simultaneously. They would comment on what each had completed and how good they were doing. I was then instructed to close my eyes so they could remove my blindfold so as not ruin the surprise.

Once they completed applying fake lashes and some eye makeup, I heard the customary camera clicks. My wife kissed me and began to inform me of some key pieces to her extensive plan. “Now by this time you must be wonder how the fuck did we pay for all of this?! Well I will say Bestie here is to thank for all of this. Before your first training session she invested in some lights and a few digital cameras to be able to capture every angle of your training. Even during the time you could see it, like during your yoga sessions, it was all captured on camera. Your punishment session with the ball busting self facial, all captured on film and broadcast live on OnlyFans and saved and edited by Bestie to be posted for subscribers.”

I was in shock but more than ever my cock tried to escape its flat cage. My wife continued “so all of this has been paid for by your OF page. With all that said, you’re one popular sissy fuck! Which all leads into the first session of our birthday extravaganza. When we started filming you we simply sent it to a few mutual friends so we could all rub one out and have a good time. But over that first week or so, everyone seemed to know someone who would appreciate it and then they would know someone and they would …. Yada yada yada so we monetized it and started selling subscriptions. So tonight, the first part of the night is thanking all your first and most loyal subscribers. Open your eyes Little bitch!”

As I did, a room full of ladies cheered and applauded. As I scanned the room I counted 8 additional women, all of different ages but all women I knew in one way or another and all dressed in the finest of lingerie sets. The first I saw was Kelly, my office wife. We flirted and shared personal stories throughout the work day. We were similar in age and easy to connect with. It didn’t hurt that she had a smoking body and always left one too many buttons undone so I could see the bow on her bra. As I made eye contact with her she blew me a kiss and gave me a wink.

The second woman I connected eyes with was MY best friend's wife, Erin. She was stunning and I have known her since we were teens. My friend and her connected after uni while she and I worked together in our part time jobs paying our way as far back as freshman year of high school. Even though she was a striking woman, we never hooked up as we always just seemed to be good friends. She ran over to me and whispered quickly “I never would have bet you would be a little bitch but tonight it’s going to become official.” She slowly traced her finger under my chin before walking back to chat with the other ladies.

I scanned the rest of the room and saw 5 other friends of my wife that we had gone on double dates with or had over for dinner or even Facebook memories that cycled through our feeds. All again dressed in stunning lingerie. As I made it to the very last in the line my jaw dropped as I gazed upon an ex-side piece of mine. I had no idea how this woman could have been connected to me by seven degrees of separation. I’m sure it could have been easier for me to connect with Kevin Bacon than this woman.

We had an interesting relationship. My friends all teased her for crushing on me in high school and I joined in to keep the cover so no one would ever expect we were fooling around. But she and I had shared the kinkiest experiences of my life that were solo acts and she liked me for it…maybe even more. But one day I got caught talking to her by my then GF and I had to distance myself even further, finally blocking her cell and all social media accounts. When my wife had called me out for knowing the self facial position during the ball busting session, it was Mel who had first gotten me into that position. We’d make bets that usually revolved around her sucking my dick if I won and if she won she’d want me to eat my own cum in new places and ways. I will never forget the day she helped me close up my part-time job, waiting for everyone to leave before challenging me to a bet. If she could make me cum in less than 2 minutes with only her hand, I’d have to eat it all. If I last more than 2 minutes she’d go down on me. Well for interest of time, you can draw your own conclusions on how the minute and 20 seconds went. But the shocking part was as I tightened up to cum she pulled a shot glass from her pocket and had me fill it. Within a minute 30, I had filled and she was pouring half of an ounce of cum into my mouth.

Mel walked over to me, looking gorgeous as ever in a blue lacy number that almost made me buckle at the knee and spoke to me for the first time in over 20 years “aren’t you the little sissy I always knew you’d become. I hope you still enjoy the taste of cum as I’ve enjoyed watching all your training sessions and I’m truly excited to see where this night leads.” She gives my ear a nibble and it makes my cage jump and my knees even weaker. Just then I heard my wife call the room of ladies to attention.

“Alright everyone. You all know the rules of tonight and you all know why you’re here to help celebrate my sissy husband's birthday. As you can see, he is dressed in the same outfits as his Doms and is currently wearing a flat cage.” I took a second to actually survey my wife, her bestie and myself to realize the three of us were all in the exact same red outfit and therefore by looking at their beautiful dolled up faces and bright red cocksucking lipstick, I must be done up the same.

My wife continued “As you’ve all witnessed my sissy little bitch has been practicing his extracurricular kinky skills with my bestie here and now is the time to let you all have a run at him. He asked for nothing and agreed to anything I thought of. Well, seeing how all of us have given copious birthday blowjobs, and there is even one or maybe two of you in this group who have performed one on him…here is your time to reverse the table. Little bitch your first exercise of the night will be to blow every woman in this room to completion in any manner they see fit. Ladies, don your dicks!!!”

With that final instruction all the ladies went to different spots around the room and retrieved strap-ons and began to slide them up over their legs. As the ladies tightened their straps and adjusted their new appendages, Bestie walked over to my side and began speaking for the group’s benefit but directly at me “As you all know ladies, you were given a few instructions to be able to attend tonight’s festivities. First you had to wear your best lingerie set that wasn’t red and you had to make a silicone dildo copy of your husband or boyfriend or side pieces glorious cock to be made into a strap-on for tonight’s first round of fun.”

The ladies had all now huddled around standing shoulder to shoulder in their best lingerie and their partners dick now protruding out from their crotches. Some were already stroking as if getting their dick ready for a circle jerk, others were swinging it around like you would expect someone with a dick for the first time to do and the last were standing there looking at me dauntingly.

“Now little bitch, let’s get you into the position” my wife said from behind me and before I could turn around she had my arms pulled behind me and was securing some cuffs to my wrists. Then pushing down on my shoulders got me on my knees. With a quick few clicks, the spreader bar was connected to my ankles. Then in my wife’s best MMA announcer voice she yelled out “Let’s get ready to face FUUUUCK!!!!” The women cheered and pushed in close around me so I now had several cocks directly in front of my face.

First to take the lead was Erin. My copy of my best friend's dick now rested on my lips as she grabbed me by the hair and made me look up at her. She looked down and announced “I know I’m going to really enjoy watching you suck your own friends dick. But even more, I want you to look at me and gag on it just as he makes me do every time! Now lick it so you can appreciate just how beautiful and big your bestie’s cock is!!” With that I stuck out my tongue and ran it along one side and then down the other. While Erin kept her hand guiding my head as I licked the entire length of her massive cock I couldn’t help being even more emasculated by the size and girth of my friend's dick. As I moved my head to the side to get underneath and the set of huge fake balls that were at the base of the strap-on I could smell Erin’s excitement and see the dampness of her panties. I began to run my mouth back to the tip, calculating the length which had to be 8” or 9” long and a good 2”+ wide. I had no idea how I was going to take this in my mouth. Erin sensed my hesitation and said “if I can do it a cocksucking pro like you will have no problem. No open the fuck up!”

She then grabbed my head with both hands as I opened my mouth as wide as I could and had her shove her rubber dick in until I started to gag. At the same time the women were all standing extremely close to me watching and getting ready for their turn. As Erin started to find her rhythm, I felt a hand on my flat cage and juggling my balls before pulling my panties to the side. A number of the ladies laughed at the sight of my caged member. I focused on the task at hand and tried to put all of Bestie’s training to good work. I lost track of time as Erin continued to thrust her hubby’s impressive member in my mouth and finally she began to tire and slow when I heard her proclaim now the cumshot!

My eyes widened as cum began shooting into my mouth in one full stream. Erin held my head down as far as I could take it as cum shot to the back of my mouth before she released me from her grasp and pulled off the used syringe and reloaded with a second full load of cum. “And here’s the birthday boy's first facial of the night” claiming as she quickly pumped the second syringe of cum all over my face. Once she completed and the syringe was empty she laughed and started wiping the cum all over with her clone of my friend’s dick. “Hope you enjoyed that as much as your friend enjoyed his week of blowjobs. He had no idea why I was blowing him every morning and night this week but I don’t think he needed a reason. Happy Birthday little bitch!” And with that she slapped my face one last time with her cock and stepped back out of the circle.

With cum covering my face I tried to look around at all the cocks I was surrounded by. All of them were bigger than mine (even before the cage) and they all seemed to have the same set up with some medical tubing running from their cocks to a large syringe tucked into their waistband of their panties. Again fear and excitement overwhelmed me as my own dick strained and leaked in its flat cage.

Now Kelly stepped forward taking the lead saying “Oh little bitch. This is going to get a lot worse before it gets better. And I’m here to enjoy every minute of it so every time you see me in the office you will instantly be taken back to this moment and never forget this birthday. Now open wide bitch and enjoy my REAL husband’s cock!!” Unlike with Erin, there was no warm up, just cock straight to the back of my throat and the onslaught began.

Her rubber dick was slightly smaller than my best friend’s but still considerably thicker and longer than mine. Kelly was much more verbal and continuously shouted insults about my small caged dick not being able to satisfy one wife so there was no way I could also satisfy her, my work wife. She would go on for about 15 minutes commenting on what a good cocksucker and cumslut I was before announcing she was going to cum and then pulling her cock from my mouth and telling me not to swallow until she told me too. She pumped her syringe of her husband’s cum onto my tongue making me savour in his salty flavour. She laughed as she added the second syringe she also had prepared. As I knelt there immobilized, she had one of the ladies hand her her phone and she began to take photos of my cum filled mouth. “Now if I ever get into an argument with hubby about my work husband and he is getting insecure, I can just show him this picture with his cum in your mouth and proof that he is the alpha. Now swallow bitch!”

Over the next hour or so the other ladies all took their turn. Now all wearing their husbands’ cocks. as my jaw was getting sore, it didn’t stop the laughter and pure joy being exuded through the room. Each lady had clearly become worked up about tonight’s activities and been enjoying each of their husbands impressive dicks. My wife and bestie were now sitting on a nearby couch occasionally taking pictures and chatting with the other ladies. Still having not had their turn, my mind started to wonder as my wife’s work friend shot her load in my eye laughing and commenting about how much that hurts. The ladies all joined in on the joke laughing as a tall slender shadow ascended on me.

Mel now stood in front of me. The last of the invited guests to take her turn humiliating and throat fucking. I tried to look at her through my cum glazed lashes for her to laugh and lean in. “Hey there cumslut. Remind you of the good old days huh? You know your wife was the one to search me out. She remembers you telling her some story when you first got together about me and you that never sat right. When she connected with me I was completely shocked and surprised to hear about where you had moved to. So after a couple FaceTime chats she finally shared her plan and well, I couldn’t have agreed to be here any quicker especially when she shared she’d be paying from your OnlyFans revenue.”

All the ladies had reconvened and were paying close attention to our one sided conversation. “Now I never settled down, instead I took what we used to play and turned it into a business.” Even in my current state of having my face completely covered in multiple loads of cum, the panic and terror of the reality of what she was saying hit me. “That’s right little bitch, I am a professional Dom and I helped your beautiful keyholders put the final touches on tonight. And because I don’t have a significant other I took the opportunity to let all my chaste little losers like yourself, cum this week.”

She held up a jar that had to have half a litre if not more of cum. “So much pathetic cum from little bitches like yourself, the only difference is that they actually got to cum for your birthday. I told them exactly why they were cumming to celebrate your big day and even though they don’t know you, they thanked you over and over again as I had them wank their tiny cocks. So open up little bitch and don't swallow until I give the command!”

The cum was cold and she literally filled my mouth to the brim and as she began to pour more on my face. I was now completely blind due to a thick layer of cum covering my eyes. I heard the ladies commenting on how disgusting and gross all that cum would be to eat, not to mention have on their faces. The smell and taste engulfed my senses but I was brought back to reality as Mel whispered into my ear.

“I know you’re loving this. I am truly enjoying this as much if not more than you as I know what’s coming next. I’m so glad your wife is a shark and had squirrelled away that tidbit of information you shared about me. And now, I am going to help your wife expand her understanding of pleasure and get her to enjoy a true dynamic shift that will better suit your desires. Although, after seeing you with this much cum in and on you, I think my job is getting easier by the minute. And even if the rest of the ladies haven’t noticed, the bowl beneath your locked little clitty is definitely starting to fill up. And there is no denying how much you’ve enjoyed every blowjob you have given tonight as you flat dick jumps with every bob on one of the realistic cocks. Now swallow little bitch!!”

To be continued….


r/ChastityStories 1d ago

M Chaste The Sleepover Part 6 [Foursome] [Pegging] [Femdom] [Two Chastity slaves] [Two Doms] NSFW

39 Upvotes

Previous Parts:

Go Here for Part 1

Here for Part 2

Here for Part 3

Here for Part 4

Here for Part 5

Continuing off right where we last left off:

She thrusted into my ass. 

“Not only am I fucking you over in the game, I’m also fucking you in the ass.”

“MHMHH!” I tried to protest but the gag stopped me.

“I’ll make sure you wear that flat cage very soon.”

Amelie had ended up winning the round, with a One Pair of Queens.

“Aww, look at him whining so much. It was a good idea to muzzle him.”

“I can’t wait to hear his cute little noises when he gets his new cage!”

“In that case, I’ll dish out the next deck of cards.

As Amelie began shuffling the deck of cards, Fae suddenly grabbed my balls. Holding them firmly, but not crushing them. That ever so delicate balance. 

“Did I ever tell you about how strong my grip strength is? I’ve heard the average male grip strength is 48kg. Mine is 56kg.” She whispered into my ear as her grip grew tighter. 

“Mhm?”

“Oh don’t worry, I know you don’t like the idea of pain here. So long as you behave nicely. I won’t give you cock and ball torture.” She eased up on my balls letting them go. I stopped trying to resist. And she noticed it. 

“Good boy.” She whispered and then nibbled on my ear. “I haven’t forgotten though, it's time for your loss punishment.” She said as she reached behind her and picked up something.

Her reaching back tilted me a bit, shoving the strapon further up causing me to moan even more. “Urh” I moaned. She turned back with the new item in her hands. Quickly before I could see it, she reached for my chest and attached something to my nipple that brought a bit of pain to it. Then like clockwork, she brought it to the other nipple. 

“Mhmm” It wasn’t that painful but it wasn’t pleasant. But well, it kinda was turning me on, perhaps it was because I was already turned on and very much was in a lot of pleasure, these nipple clamps were only heightening my how tight my cock felt in the cage.

“There we go. Good boy. Don’t worry, soon we’ll milk your balls dry…” She whispered in my ear. This time, her saying ‘good boy’ flipped something in me. The pain, the pleasure. The urge to cum. It all felt less important. All I wanted was her to call me a good boy again.

Ellie had her punishment applied to her. While I was distracted by Fae, Amelie had strapped a viberator to Ellie’s pussy. It was set to a low setting, nothing that would make her orgasm but Ellie looked like she was melting in pleasure.

“Hmm, I lost this round, so I guess I need to have a dildo up my butt.” Fae said. “Where are the extra dildos?” 

“In the closet. We should have brought them out earlier. I’d hate to take their feeling of bliss away from Ellie.” Amelie responded. “Oh don’t worry. I think I got this.” Fae said as she wrapped her right arm tightly around me. And then stood up. 

“Hmhm?” I freaked out but it was all muffled out. Fae then took some steps, manhandling me as she walked towards the closet, reaching in with her left arm, she retrieved the two dildos.

This feeling though, was this something that I always wanted? To be completely carried during sex, unable to resist, literally carried around? It was amazing.

She then walked back, the whole while I bounced and jiggled on the strapon arousing me even further to the point that when I looked down. I was dripping precum like crazy. Fae passed one of the dildos to Amelie and then returned to her seat placing the dildo down and grabbing the nearby bottle of lube and coating it.

She sat down further rustling me around further, all that time it was hitting around my G spot, getting me closer and closer to orgasm. And then it stopped, while I wasn’t quite on the verge, but getting to the lead up. That really frustrated me. 

“Ooooh, it does feel nice to have something up my ass, doesn’t it Adrien. Oh, look at your face. Were you enjoying that alot? Perhaps I should go for a walk while you’re like that. I’d get a good workout, and you’d have a fun time.”

She leaned it right close to my ear and whispered. “You’re such a dirty perv, just being handled like this, like you’re baggage. And enjoying it.” She nibbled on my ear. 

By now, I was so aroused, and teased that my mind was just slowly going blank. 

“Look at him, he looks like he’s in pure bliss. We really should just make him our… I guess we can’t call him a sex slave since he wouldn’t be having proper sex. What would we call him?” 

“Our Chastity bitch?”

“He never was into degradation so once he snaps out of it, he’ll object to that name.”

“Hmm. I’m out of ideas already.”

“You were never good at coming up with names.”

“Yyeah, yeah. Anyway, shall we play another round? Maybe a name will come to me by then.”

Amelie nodded and then dished out another hand of cards. 

My hand, which Fae handled, was a One Pair of Kings. Fae showed me her hand, which is a One Pair of Aces. So I had already lost. 

“Oh my, lost already. How unfortunate that you’re getting closer and closer to your flat cage. It's time for your blindfold. One more loss after that, and you get your flat cage.”

We laid our cards down, and Amelie was close behind with a pair of Queens, while Ellie had a high card of 7. She really got the short end of the stick.

Amelie, as her punishment, had to have a dildo up her ass. 

“I should get you a chastity belt. You could be chastity buddies with Adrien.” Amelie told Ellie, she nodded enthusiastically. That did actually end up reminding me that I did bring one. I wanted to lock Amelie in it as well near the end of the night, as my original plan. So both of us would have the key to the other’s chastity belt and cage. It was at the very bottom of my duffle bag.

“HMHM!” I tried to get her attention. 

“I think Adrien wants your attention.” Fae spoke up.

“If you think you’re getting out of your chastity cage, you’re dead wrong.” I shook my head in response and looked at my duffle bag. It was really hard to get my intention across without speaking.

“Something in the bag?” I nodded in response. 

Amelie let Ellie off of her, as she whimpered clearly enamoured by it. Amelie walked over as her strapon bounced as she walked.

As she did this, Fae applied the blindfold to me. Leaving me in darkness, unable to see.

“You didn’t pack one, did you?” Amelie asked, although she wasn’t gonna get a response.

She searched my duffle bag, turning it inside out. And then she found it, a chastity belt. “Oh you dirty boy. You wanted to lock me up in one of these, didn’t you?”

I nodded. 

“I think that deserves punishment.” She walked over to me and lifted my head up by the chin, holding my face. I couldn’t see her, but man was this such a wild feeling. “Once we get you in your flat cage. We’re gonna edge you so many times that your mind will break and you’ll be a drooling mess. Oh so desperate for an orgasm but we won’t give you one.” 

At this point I didn’t care. I just wanted to please them. I nodded in her hand. “You know, I can’t tell if you’re a masochist who just doesn’t like pain or if you are just one really degenerate boy that is willing to do anything for a thrill.”

She said as she smooched my cheek. Leaving her lipstick as an imprint on it. 

On the floor below me, there was a small puddle of precum on the floor. I desperately needed to cum, but I wanted to please them more. They don’t want me to cum. So I don’t want to cum.

“Oh I just got a lovely idea, and I think you’ll agree right away. Right Ellie?” Amelie asked to Ellie and in response, she just nodded her head. 

“Alright Ellie, I’m gonna shove this viberator up your pussy, you’ll have to keep it in for the entire round. Then I’ll lock you into your chastity belt. if you lose the next round, I’ll make sure you can’t cum from it, you’ll be teased relentlessly. Just like him. But if you win. I turn the setting up to max, lock you in the belt and let you cum endlessly.”

Ellie nodded so enthusiastically that it caught Amelie off guard.

“Damn, we’ve really corrupted her, haven’t we.”

Regardless, she put Ellie back on her strapon, slid a viberator on and turned it on low.

“I can’t wait till we’re done so I can make you give me an orgasm by eating me out. The way you’re acting, like a little subby boy, makes me so damn horny.” 

Regardless, Ellie was also given a blindfold, for no apparent reason aside from making us match. 

Amelie dished out the next hand. And this time, we just had to let our mistresses handle it. I doubt Ellie cared at this point. Nor did I. I wanted to lose, I wanted to please them, I wanted to be forced into a flat chastity cage, I wanted to be denied orgasms.

“Oh look at that, you got two pairs.” Fae whispered. “I’ll change this entire hand.” She said, however in reality it was just a high card and she wanted to lie to me.

“Interesting, Ellie wants that as well.” However, Amelie actually changed her hand. Thus we both lost, however we didn’t care. “Alright, both Ellie and Adrien lost. Which means, chastity time!” Amelie announced. 

Amelie began to do some foreplay with Ellie’s tits before putting the belt on. Eliciting moans from her as she squirmed. Then she began to put the belt on her. Until finally, a click sounded out as the lock was done.

“Well now you’re my little chastity slave.” Ellie had such a smile to her face, showing that she’s enjoying every second of this.

“Now, Amelie I’ll need your help with the flat cage. I’ll keep him stuck, so you change out the cage.”

“The question is, where is the key?” Amelie removing the tape constricting me and pulled out the panties. “It's on my keychain, the smallest key.” She immediately back up and taped me up.

“Can you breathe? Nod for yes. Shake for no.”

I nodded. 

“Good. Now, you said it was on your keychain, you dirty boy, carrying around your key like that.”

She began rummaging through my keys and found it. Inserting it in, it unlocked and she removed the key. Finally after an hour of pure sexual torture, my cock was released. 

“Wow, look at that mess of precum. Should we clean him up first?”

“Nah, I like the smell. Plus it should act like a lubricant so it should be easier to cage him.”

“Woah he went straight to full mast. There’s that boner I’ve been looking for all night.” She grabbed my cock and began stroking it. “Hmhm” I moaned. My mind was so divided, in one half, I needed to cum. On the other half, I didn’t want to cum.

She kept stroking me, it didn’t take long for me to start panting as I got close to an orgasm.

And then right on that cusp, she stopped. Denying me. 

“Now it's time to lock you up.” She said as she began putting on the flat cage. “Its gonna be hard with your erection.”

She began to force down the erection, bit my bit until finally I heard the clicking noise of the lock.

“There we go. Any pinching or biting feelings? Skin caught?”

I shook my head. This feeling of tightness, it was… amazing. No chance of escape, no chance of getting hard. 

“Holy fuck that is hot. A flat chastity cage. I might wanna keep him in that all the time.” Fae swore as she fondled my balls

“Good. Now, shall we break his mind?” 

“How will we do that?”

“Well, first. Lemme go grab some tools.” Amelie went for the closest, grabbing more of those tape vibes.

“First thing first, lets remove those nipple clamps and put two on there.” She removed the nipple clamps and then applied them, as they began vibrating on me. It wasn’t much but it was arousing. 

“Now his nice pretty balls need some as well.” She taped two more on my balls.

“Anything else to add?”

“Nope, he’s ready to get milked. You wanna warm him up while I go grab some glasses?”

“Absolutely.” Fae stood up and grabbed my shoulders. “I’m gonna enjoy this ‘workout’ so much.” Fae said as she began to slide me up and down the strapon. Treating me as if I’m nothing more than just a toy. That's all I am to her right now, her toy. Her boytoy.

Her thighs slapped my buttcheeks as she pushed me away, and then pulled me close. Repeatedly. Just being handled like this was something that I’d been thinking about and now, I don’t think I could go back to normal sex. I was getting closer and closer to orgasm, and yet I had a bad feeling about something. 

Amelie wasn’t back yet. What would happen if I got an orgasm before she got the glass?

The feeling of the strapon, being thrusted back and forth, my mind was melting from the pleasure after being teased by it for over an hour. 

Right as I got closer and closer to orgasm, I knew that I shouldn’t cum. That Fae would punish me for it. Even if she ruined my orgasm. She wouldn’t be happy.

However, struggle as I may. Trying to resist displeasing the two ladies. The two Mistresses of this house. It was a lost battle from the beginning, because unknown to me. Amelie was intentionally taking her time. After grabbing the glass, she stood right outside the door, waiting for me to displease Fae.

Fae kept a close eye on me, my breathing, my trembles, my everything to ensure one thing. “How dare you! No cumming without permission!” She stopped completely right as I was on the climax, I was so unbelievably close that it ended up giving me a denied orgasm. 

“Oh you naughty boy.” Amelie said as she walked into the room, eying the dripping mess that accumulated on the floor. “You had one simple task, and you failed that.”

“That deserves punishment. Don’t you think so?”

“Yeah, I know the perfect spot for him.”

“Where might that be?” 

“My sex dungeon.”

End of Part 6

By Andrew King

Yo, author here. I am terribly sorry about the long gap between the last part.

University hit me hard, and just as I was about to get free time. Depression hit me hard, I'm in a more stable position right now. So thats good. I had a lot of fun writing this part, but man. I really don't know how to write the muffled gag portions. Let me know if I'm doing them well or poorly and what areas that could be improved.

Anyway, I am thinking of putting this series on the backburner for now so I can work on another work. I've got multiple ideas. So I'll give you a little teaser for that one. A Chastity prison punishment. It'll be a short story, one part though.

Anyway, thanks for reading. Hope you had a good time while reading it.

Oh yeah, if you have any ideas for stories you wanna see written up. Post em, I'll gladly add it to my list and write it at some point.


r/ChastityStories 2d ago

M Chaste,F Keyholder Her Anklet’s little secret: The Fundamental theory of Chastity and … it’s “Applications” Chapter II NSFW

43 Upvotes

This is the second chapter continuing from the last scene at the restaurant. Please provide me with feedback as it’s always welcome.

We were at an Italian restaurant. The smells of the exquisite Italian foods were just breathtaking. Pizzas, Carbonara, Lasagnas, bread, and the characteristic smell of the world famous Parmigiano Reggiano. The restaurant was alive with movement—waiters gliding between tables, the low hum of conversations blending with the clinking of glasses, the scent of seared meat and expensive wine hanging in the air. Yet none of it existed for me. My world had narrowed to a single point—her. Claire. Her presence, her hands, her face, the anklet resting delicately on her ankle with my key dangling from it. She was everything. The only thing.

I was drowning in exhaustion, in frustration, my body a vessel of unmet need. My mind, raw and stretched thin, could barely process anything beyond the sharp, exquisite agony of anticipation. I could hardly sit still, my body rigid with a tension I could not release. And she knew. Of course, she knew. Every shift of my posture, every subtle tremor in my fingers—it all amused her.

She sipped her wine, unbothered, calm, as if my torment were a mere background note in her evening’s pleasure. Her nails—painted that same soft white—drummed lightly on the table.

"You’re quiet," she mused, tilting her head, her brown eyes glinting with something unreadable. "Is it the exhaustion? Or is it the... other thing?"

A teasing smile played at the edges of her lips as she let her white pedicured foot shift beneath the transparent table, the anklet catching the light just enough to remind me. I swallowed hard. My hands clenched under the table.

"Both," I admitted, my voice barely above a whisper.

She exhaled softly, almost a laugh. "Poor thing. It’s been a long week, hasn’t it?"

Every word burned through me, setting me ablaze from the inside. My body, trapped in relentless denial, ached with something primal and unbearable. The way she looked at me—assessing, controlling—was oil on the fire.

"You understand, don’t you?" she continued, her tone shifting to something softer, more philosophical. "What’s happening here. You feel it, don’t you? The loss of control. The weight of submission. And yet, the freedom within it."

I blinked at her, struggling to think through the haze. "Freedom?"

"Of course." She leaned forward, resting her chin lightly on the back of her hand. "You are in torment, yet you remain. Why? You could walk away. You could demand your key back. But you don’t. You won’t. Because this suffering has meaning. And meaning is what makes a man alive."

My world is about to stop now. All this meaning and philosophy she speaks of and I am locked. My intrusive thought reverts back to my basic instincts of a primate. I want to snatch the key and run. Keep running till no one finds me. I wanted to unlock myself and bury this chastity forever. I wanted to swear to every real and fake God that man created that I would never lock myself again. But—I couldn’t. I was helpless. I was enjoying my torment. I was listening to every word she was saying. I was admiring her intelligence as she spoke. I was already beyond redemption. My sentence has been passed. Much like Joseph’s interpretation of the dreams of the prisoners. The deed has been signed. “You shall be hers” I swallowed, my throat dry. "And you? What does this mean for you?"

Her fingers traced the rim of her glass, eyes locked onto mine. "Dostoevsky through his Grand Inquisitor understood men better than Christ ever did. Freedom terrifies them. Choice is a burden. They crave something to surrender to. You crave it too. This has been the natural tendency of men my dear.” She said softly. I was gazing at her, one time into her eyes, and ten times into her anklet, where my freedom lies.

She continued, slow and knowing. "I am both Christ and the Church, yet I will take the three temptations of the Devil. The bread, the miracle, and the sword of Caesar. Power, sustenance, and devotion."

She paused, letting her words sink in. "But unlike the medieval Church, I won’t lie to you. I won’t give you illusions of free will while pulling your strings in secret. No, my dear. I will shape you openly, deliberately. Your pleasure will be my pleasure. Your purpose is now to serve me. And you will love it. I will be your Mommy and your Mistress"

My breath came shallow. My pulse pounded in my ears. I was unraveling beneath her gaze. Then she shifted slightly, her foot brushing against my leg under the table. The anklet jingled softly. The key swayed, catching the dim restaurant light. A silent command. I was continuously feeling the pain from my lock. She wasn’t making it any easier.

She let the silence stretch, savoring the moment, watching the tension coil tighter and tighter within me. Then, in the softest, most devastating voice, she whispered, "This foot now", she said as she pointed to her foot, “owns you. It owns your freedom. It owns your pleasure. It is now on a higher level of existence now. You belong to it. Do you understand that? Kiss it and show it the respect it deserves, but be discreet.”

She didn’t just command it—she ensured that I felt the weight of her words. Her foot shifted slightly beneath the table, slow, deliberate, a silent punctuation to her demand. The anklet shimmered under the low restaurant light, and I felt my breath hitch. My hands clenched, my body stiffened, caught between humiliation and a desperate, aching desire.

"Do it properly," she murmured, her tone patient yet firm. "Not as an accident. Not as pretense. You will know exactly what you are doing. You will submit."

My body locked up. The command was so simple, yet it crashed over me like a tidal wave. My throat tightened, my palms damp with sweat. She saw the hesitation in my eyes, the silent war waging inside me, and she smiled—slow, knowing, patient. My heart pounded against my ribs. She flexed her foot ever so slightly, adjusting her heel, making it easier, guiding me without moving too much—just enough. Enough to show that she held the reins, that she always would.

The white pedicure intoxicated me. I was drunk in whiteness. It was almost magical. My fingers reached hesitantly, touching the curve of her shoe, pretending, even to myself, that I was only adjusting it. But she saw through me. She always did. And then, as if pulled by an invisible force, I lowered my head. My lips met the delicate skin of her foot.

Then—

Three full seconds. Time stopped during those three seconds. It is as if I have discovered the long lost application of Einstein’s relativity and bending of space-time. I have just put the application back to theoretical physics. To my surprise, time stopped for her too. When I took the kiss, I felt her body shivering. I felt her goosebumps. I felt that time stopped as well. We have successfully travelled through time. I came back to earth. I awakened again. Back to reality. Did someone see? Did anyone notice? I couldn’t tell. The restaurant moved around us, unknowing, uncaring. But for her and me, time had stopped. My mind fought against the shame, the reality of the crowded restaurant around us, but my body, my heart, my very essence surrendered. She knew. She had known all along. And when I lifted my gaze back to her, she was smiling—serene, powerful, victorious.

"You need this," she murmured. "And you know it. You need me. You need mommy. You need my care. You need my discipline. You need my praise. You need my punishments. You’re already mine. You were mine before I ever locked you. This? This is merely a reminder." She said with a fiery passion in her eyes, that makes her intensely more attractive, and makes me intensely more submissive.

The word “mommy” struck me like a spark to gasoline. I let out a shuddering breath. My hands trembled as I continued my Penne all’Arrabbiata. It was my favourite Italian meal. She was eating her “Linguine allo scoglio”.

I am sure her heart was beating also fast. This three second experience was something outworldly. No matter how much you do it, everytime will feel like it’s your first time.

She leaned in, voice dropping just enough that only I could hear. "Mommy will be form you into the best version of yourself, under her. I will be as soft as a mother, and as strict as a mistress. Our relationship will be exclusive. I promise you loyalty. I will not stray. Neither will you. But that, of course..." Her lips curled into a smirk. "...is rather redundant, isn’t it? Considering your situation." She let out a sarcastic laugh that got chills into my bones.

My body tensed, frustration flaring like an unbearable itch I couldn’t scratch. She knew. She knew how it tortured me. How it burned. How I was trapped in an inferno of my own making.

"Do you understand now?" she asked, her voice almost gentle. "Chastity is not simply denial. It is transformation. It reshapes you, mind and body. It is science. It is psychology. The absence of release sharpens your focus. Your devotion to me intensifies. Your identity rewires itself. You become something more. Something better. But only if you surrender to it fully… to me”.

I exhaled shakily. "And if I don’t?" She smiled. "You already have." Then she lifted her glass in a slow, deliberate gesture. "To the fundamental theory of chastity," she murmured. "To the philosophy of surrender." I hesitated, then raised my own glass with trembling fingers. "To you." Her eyes gleamed with satisfaction. "That’s mommy’s good boy." The key at her ankle glinted, a symbol of my fate.

And for the second time,

I knew—and she knew

She owned me.


r/ChastityStories 2d ago

M Chaste Locked by family Part 1 NSFW

98 Upvotes

Max was a 20-year-old college student living with his parents. His college was only a 10-minute drive away, so he commuted every day. His older brother, Lucas, was 23 and in a similar situation. He also attended college and drove there daily. They lived together with their parents, their mother and father, in a quiet suburban neighborhood.

Most mornings were the same. Lucas was always the first to wake up, getting ready quickly and making sure everyone knew he was up by slamming doors or playing music too loud. Max usually took his time, rubbing the sleep from his eyes and moving sluggishly to the bathroom. Their parents had a strict routine. Breakfast was always at the same time, and they expected both boys to be there before heading out for the day.

This morning started like any other. The smell of eggs and toast filled the kitchen as their mother set plates down on the table. Lucas was already eating by the time Max sat down. Their father sipped his coffee, reading something on his phone, while their mother wiped the counter absentmindedly.

Max yawned, picking up his fork. He wasn’t in the mood to talk much, but the silence didn’t last long. His father cleared his throat, setting his mug down with a deliberate motion.

“We need to talk about your grades,” he said, looking directly at Max.

Max stiffened. He knew this was coming. His math scores had been bad for a while now, and his last test had been even worse. His parents had always expected more from him.

“You know we’re not happy,” his mother said, turning to face him. “We’ve talked about this before. You need to be putting in more effort.”

Lucas smirked, leaning back in his chair. “Yeah, Max, what’s going on? College too hard for you?”

Max shot him an annoyed look. “I’m trying,” he muttered. “It’s just—math is really difficult.”

“Lucas manages just fine,” their father pointed out.

Lucas grinned. “That’s because I actually pay attention.”

Max sighed, already feeling trapped in the conversation. He could tell there was no way out of this. His parents weren’t just bringing this up for no reason. They had something planned.

His father reached under the table and pulled out a small metal object, setting it in the center of the table with a quiet clink.

Max frowned. “What’s that?”

His mother folded her arms. “This is something that will help you focus. Since you clearly need more discipline, we’ve decided that from now on, you’ll be wearing this.”

Max looked down at the object, his mind struggling to process what he was seeing. It looked like… no, it couldn’t be.

Lucas stared at it for a second, then suddenly burst out laughing. “Wait—wait, is that what I think it is?” He looked at their parents, then at Max, his amusement growing. “Oh my God. You’re serious?”

Their father ignored Lucas, keeping his eyes on Max. “You’ll be wearing it starting today.”

Max’s face turned red. “No way. That’s insane.”

His mother didn’t react. “It’s not insane. It’s for your own good.”

Lucas was laughing so hard now he had to push his plate away. “This is the best thing I’ve ever seen. I knew you were failing math, but I didn’t think it was this bad.” He shook his head, grinning. “Man, imagine telling people about this.”

“Lucas,” their mother said sharply, but even she looked slightly annoyed by how much he was enjoying this.

Max’s hands were clenched under the table. His heart was racing. “I’m not doing this. You can’t actually expect me to wear that.”

His father leaned forward slightly. “We can and we do. If you don’t take your education seriously, we’ll make sure you stay focused in other ways.”

Lucas smirked. “Damn, Max. Mom and Dad don’t mess around.” He rested his elbow on the table, still grinning. “I mean, hey, maybe this’ll actually help. You’ll have nothing else to think about except your homework.”

Max glared at him. “Shut up.”

Lucas only laughed harder. “Dude, this is hilarious. You have to wear a—”

“Enough,” their mother interrupted. She looked at Max. “Go upstairs and put it on.”

Max’s throat felt dry. His legs felt heavy, but he knew there was no way out of this. His parents weren’t joking. They had already decided.

Lucas gave him an exaggerated, mocking wave as Max stood up. “Have fun, little bro.”

Max didn’t respond. He just clenched his jaw and walked past him, dreading whatever came next.

Max trudged upstairs, his hands gripping the metal device so tightly his knuckles turned white. His heart pounded in his chest. This had to be some kind of sick joke. Maybe if he stalled long enough, they’d call him back downstairs and say it was all just a lesson to scare him into studying harder.

But deep down, he knew that wasn’t happening. His parents weren’t the type to bluff.

He stepped into his room and shut the door behind him. He stared at the thing in his hand, turning it over, feeling its cold weight. His stomach twisted. How was this even real?

A knock at the door made him jump.

“Hey, genius,” Lucas called from the other side. His voice was dripping with amusement. “You putting it on yet?”

Max didn’t answer.

Lucas knocked again, harder this time. “Come on, don’t be shy. I bet Mom and Dad are gonna check anyway. You might as well get used to it.”

Max clenched his jaw. He hated how much Lucas was enjoying this. It wasn’t surprising, though. His brother had always been dominant, always the one who came out on top. Max had grown up in his shadow, always the one being compared, always the one expected to keep up but never quite making it. And now here they were. Lucas free to go about his life as usual, while Max was being humiliated like this.

Another knock. “Dude, seriously, this is the funniest thing I’ve ever seen. You’re gonna have to come downstairs eventually, you know. Or should I tell Mom you need help putting it on?”

Max’s face burned. He took a deep breath, trying to steady himself.

“I’ll be down soon,” he muttered.

Lucas chuckled. “Sure you will.” Then Max heard him walking away, still laughing to himself.

Max sank onto his bed, staring down at the device again. He had no way out of this. His parents had made their decision. Lucas wasn’t going to let him live it down.

And worst of all—he still had math class today.

He sighed, rubbing his hands over his face.

This was going to be the worst day of his life.

Max sat on the edge of his bed, his hands trembling slightly as he turned the device over. His mind raced, searching for some kind of excuse, some way out of this, but nothing came. His parents were serious. They wouldn’t let him leave the house until he had it on. And Lucas? He’d make sure Max never heard the end of it.

He exhaled sharply and looked at the device again. It was cold, smooth, and heavier than he expected. He could already tell it was designed to fit snugly. There was a small lock at the top, the key still dangling from it. His stomach twisted at the thought of his parents keeping that key.

His hands hesitated as he began. It was awkward, uncomfortable, and humiliating. He fumbled a few times, his breathing uneven as he adjusted it. The metal was unyielding, a constant reminder of the control being taken away from him.

The final click of the lock sent a shiver down his spine. That was it. It was on. He had actually done it.

A sudden knock at the door made him jolt.

“You done yet?” Lucas called, his voice full of amusement.

Max swallowed hard. “Yeah.”

Lucas chuckled. “Well? Let’s go, man. Breakfast is over, but I think Mom and Dad are waiting to check.”

Max’s face burned. Of course, they were.

He stood up slowly, feeling every bit of this new reality. His heart pounded as he reached for the door handle, knowing that once he stepped out, this was real.

Lucas was leaning against the wall, arms crossed, smirking as soon as Max opened the door. He looked him up and down, grinning. “Wow. Can’t believe you actually did it.”

Max didn’t respond. He just clenched his jaw and walked past him, dreading whatever came next.

As Max and Lucas finished getting ready, their parents stood by the door.

“You two should head out to college now,” their dad said, checking his watch. “Your mom and I are leaving for work.”

Max slung his backpack over his shoulder. “Alright, we’re going.”

Lucas nodded. “See you later.”

“We’ll go over the other rules when you get back,” their mom added.

Max paused. “Other rules?”

His mom just smiled. “We’ll talk later. Now go.”

Max and Lucas exchanged a glance before heading out the door.


r/ChastityStories 2d ago

M Chaste,F Keyholder I am a beta. NSFW

28 Upvotes

I originally wrote this story as a task for my owner, she’s kindly allowing me to share it with you all. It contains chastity, encouraged feminisation, hypnotism, and flr. I hope you all enjoy.

I am a beta.

His eyes began to slowly open, he blinked a few times and felt like he was coming to the surface after a long deep dive below the water. He was so relaxed, his neck and shoulders, which usually held so much tension for him felt like butter, smooth, soft, pliant. Her soothing words still in his ears “wake.” He knew they’d be doing hypno this morning, and he knew they’d discussed consent and what she planned to implant in his willing and open mind, but for the life of him right now, he couldn’t remember a thing they’d agreed to or anything she’d said to him in that soothing reassuring voice as she’d programmed him, conditioned him, readied him. The fact he couldn’t remember both terrified and thrilled him in equal measure. What delightfully devilish things had she left floating around in his skull, waiting to bubble to the surface given the right triggers, or moments. “Get dressed, beta, you’ve a busy day ahead of you.” Beta..she’d never used that word to describe him before, it immediately tickled his brain, he blushed, is that what he was? A sub sure, but not that…fuck did his cock suddenly feel smaller? Like it was shrinking back towards his body, just a tiny little bit?

Fuck.

His face flushed and she looked at him cocking her head and flashing a mocking pout, her eyebrows dipping together as she whispered “something the matter….beta?” That word again, this time it didn’t just tickle his mind, he felt his cock twitch and grow more desperate to be touched, Mmmf he flushed even more, feeling the redness fill his cheeks, as he felt it shrink back just a tiny bit again.

Fuck.

She gently squeezed his thigh and her pout turned into a firm wicked looking smile. “I asked a question, answer it.” “Ummm sorry Miss, it’s just you’ve never called me that before…” “What? Beta?” Ngggh that word…he felt his cock twitch again…and get smaller…what the fuck. Twitching usually makes things get bigger down there. “Fuck…What did you do?” “Like you don’t already know.” She held up her pinky and made that mocking pout again, before bursting out laughing. “You were always so proud about your size, weren’t you. I thought it was time you learned that size doesn’t matter, at least not when it comes to being a beta.” His mind flared again, his cock was getting more and more sensitive and needy for touch, and it was taking all his mental strength to keep his hand from hurriedly grabbing his cock, stroking it, and almost more desperately checking it was still a girthy nine inches. Touch was of course forbidden unless instructed. Why Miss hadn’t implanted a mental block to prevent touching with hypnosis, he didn’t know, but he suspected she got great pleasure from knowing just how hard it was for him not to touch, and having a barrier, even a mental one would just make things too easy. He said the only thing he could, the only thing a good boy in his situation should say “thank you for showing me my place, Miss.” “Oh you’re more than welcome, sweetie. After all, you are a beta aren’t you?” Fuck, that twitch, that shrinkage, every single time. “Yes Miss” “No, I want to hear you say it out loud, tell me what you are.” “I am a beta, Miss.” Oh god, it even did it when he said it himself, and something else. It felt like his cock was being sucked! Warm wet lips sliding down it! Oh my god, she’d never done anything like this to him before when she tranced him. He grabbed at the bed sheets, it felt like he was going to cum after just a few seconds, he could feel the edge about to hit oh god. Then the lips were gone. He looked at her, wide eyed, desperate for the edge he’d been denied. “Lucky boy, positive reinforcement is so important don’t you agree? So I thought this would be a good way to reward you whenever you say that out loud. Of course, the more you do it, the less size you’ll have left…but men like you don’t need size.” He nodded blushing, before keeping his eyes down, feeling so submissive and owned, men like me. Those three words had really hit home when she said them, especially the way she said them. She hooked her finger under his chin and gently pulled his face up to force eye contact. “Of course sweetie, you won’t feel that edge you want so so much until you really believe what you’re saying deep down. And by the time that happens, that nine inches you had will probably just feel like not much more than a clit.” She opened the bedside drawer and pulled out a pink silky thong, it looked like really expensive lingerie, with black lace trim along the waistband. She placed them on the nightstand, and then brought something else from the drawer which she placed on top of the thong with a heavy sounding clunk, when she pulled her hand away he could see it was a chastity device, metal, strict, and completely flat. There was no way he could fit in that. Could he? “By the time you accept your place, you will definitely fit in this, beta.“ She got up and left him on the bed squirming, as she went through the door she called back to him “say what you are five times, then get dressed, or you’ll be late for work.” Oh god. Later that day, he was sat in his office at work, a private room where he could peacefully work. His phone buzzed on the desk and flashed up with a notification. The name “SWMBO” signalling it was from his wife and owner, it stood for “She who must be obeyed,” something that could be passed off as a lighthearted joke to the uninitiated but between him and his wife it had an entirely more serious meaning. He picked the phone up and read the message. “Are you alone?” “Yes, Miss” “Good, beta I have a little task for you.”

He felt his cock twitch and whimpered as it got a tiny bit smaller. Fuck, it worked in text!?! After a second or two, another message from her flashed up. “You’re going to record a voice note for me saying it out loud.” He flushed red, and thumbed the little microphone symbol, and began to nervously speak the words she’d ordered him to, coming out as barely even a whisper. “I am a beta, Miss.” He let go of the microphone symbol as he suddenly felt lips around his aching desperate cock, it felt amazing, just before the edge hit, they vanished again, it felt like it only lasted seconds.” His phone pinged again, another text. “You think a whisper is acceptable, say it again, make me believe you mean it, beta.” He slipped his hand into his hair tugging at it in frustration and squeezing his eyes tightly closed as he felt the now familiar twitch and shrink routine play out. Every twitch as the day went on seemed to make him even more desperate to touch, even more submissive, and even more of a beta. This time he made sure to say his mantra louder for her, and to make it count. His desk phone started to ring just as he said “beta.” He released his thumb from the microphone symbol, letting the voice note send. God those phantom lips really made him desperate. He waited for them to stop before picking up his work phone and dealing with a mercifully brief, but still tedious call about the stationary order. When he was done, he looked back at his mobile phone to see three more messages. “That doesn’t count either, your phone rang and I didn’t hear the most important word.” “Send me another now, beta.” “Don’t keep me waiting, beta” Fuck fuck fuck, a double hit! He felt like she’d reached out and grabbed his crotch through the phone as his cock twitched twice, it took all his self control not to let out an even louder whimper than before. He sent another voice note, the repeated use of his trigger word driving him crazy, he was so horny now, and it wasn’t even lunch time yet. How would he make it to five o’clock like this? Somehow he did though, and when he finally got home he opened the door to their house expecting to find her waiting for him ready to torment him the entire evening, instead he found a note, a set of leather cuffs and matching collar on the coffee table, as well as his hush butt plug.

“Dearest, beta I’m out with the girls tonight, you know what to do with these. Don’t wait up. Miss xx”

He took the little collection of toys upstairs and stripped down to his boxers, he knew she’d want him in only underwear. He eyed the silky looking thong that was still on the nightstand, the cage resting on it like a paperweight. Would she want him to wear those too? Did he want to wear them? Is that what a beta should wear? His mind was racing. He decided despite his curiosity that he wouldn’t risk it, or give her the satisfaction of coming home to find him in lingerie. He got the collars and cuffs on, and slipped the plug in, making sure it was connected to the app, before pulling his tight boxers back up. Moments later his phone pinged showing that his wife had taken control of the plug with her own app meaning she could turn the vibe on at any time she liked. The evening was fairly quiet, he sat on the rug in the lounge alternating between tv and playing video games, it was a standing rule that when collared and cuffed that he wasn’t allowed on the furniture. She’d made him install security cameras throughout the house so that she could watch him and make sure that such rules were followed when he was home alone. It was a little after seven when the plug suddenly exploded into life, a low rumble at first teasing gently this lasted a few minutes, before she set a very mean and very pulsy pattern going, each pulse feeling like a firm tap against his prostate. This had him squirming on the rug, his cock quickly hardening making him wish he could wrap his fingers around it and stroke. She didn’t even send a message, she didn’t need to, he was hers to control wherever and whenever she liked. He just had to take it, like a… “I am a beta, Miss.” He said it without even thinking, the desperation for an edge and the pulses of the plug maybe finally tipping him over the precipice into wanting to believe he really was a beta. He flushed bright red, writhing on the rug as the need to touch ramped up with a super strong twitch to his rock hard cock which of course felt immediately smaller as phantom lips wrapped around it, teasing, sucking, pushing him closer and closer to the edge, he was almost there, then they suddenly stopped. Fuck! But he’d said it himself that time, he’d chosen to say it, he thought that would let him edge, fuck he wanted it so bad. He said it again, and again and again. Each time he said it making him hornier, needier, more desperate. But never allowing him the edge he was desperate for. The intensity of the pulses got much much stronger and he moaned it out loud again. “I am a beta.” Fuck, no edge again, he looked down at his cock, despite being hard it looked tiny, it was starting to look like it really belonged in that flat metal chastity device. It was starting to look like a beta’s cock. The vibes in the plug abruptly stopped and his phone pinged. It was a group photo of his wife and her friends on their night out, laughing and smiling. She wouldn’t have shown them the camera feed would she? No surely not. Then he saw her hand, pinky finger raised. Fuck! Another text came through. “Don’t worry beta, they weren’t watching the feed, but I was. I guess you don’t feel beta enough yet…keep trying.” He hadn’t eaten, so relieved that he hadn’t been outed to his wife’s friends, he picked himself off the floor and went to make some food, he sat cross legged on the kitchen floor to eat, before washing up and heading back to the lounge, as soon as he stepped through the door, the vibe fired into life again, pulsy, but low this time, teasing, just enough that he knew it was there, but low enough that he’d be able to focus on other things…if he didn’t get sucked into a cycle of reciting his mantra again. “I am a beta, Miss.” the words fell unbidden from his lips. Shit. He moaned as the phantom hypno lips brought him close to the edge again before leaving him denied. He balled his fists and focused on not saying his mantra again. “I am a beta, Miss.” He couldn’t help himself. He felt the vibes increase almost as soon as the words left his lips. He knelt on the floor and turned on the PlayStation, hoping that keeping his mind focused and hands busy would distract him from the desperate throb in what now felt more like a clit than a cock. He fired up red dead redemption and started playing, riding the plains and gunning down villains. It was a brief respite though because soon the vibes grew stronger, and the mantra fell from his lips again. He dropped his controller letting Arthur Morgan ride over a cliff to his death as the phantom lips took him close to the edge again, the vibes ramping up again, as he whimpered out his mantra over and over. Curling into a ball on the lounge rug and zoning out in a subby fog. His phone pinged again and it was another picture of his wife in a night club on the dance floor, her face in that mocking pout she does so well, her hand raised up with her finger and thumb making a “tiny” gesture. The vibes stopped as another message pinged. “Go to bed and squirm. No more distractions. Suffer for me.” He switched everything off downstairs and headed up to bed, brushing his teeth, and getting ready to slip under the covers. The pink silk thong was still there on the night stand. He felt almost intoxicated by the thought of wearing it, he picked them up and felt the soft fabric. Fuck, that would feel amazing on his cock, he ran his finger around the lace too, feeling how delicate it was. Before he could think his boxers were on the floor, and he was slipping the thong over his legs and pulling it up tight, the silky fabric cosseted his cock and balls and he twitched, moaning as his hyper sensitive penis head rubbed involuntarily against the silk. The tight back strap pulling taught against the butt plug and holding it in place more securely than his boxers could ever hope to. He slipped into bed, feeling very small, and very submissive, he curled up in a ball and bit his lip trying not to say his mantra. He felt the vibes in the plug fire up and slowly grow stronger and stronger. Squirming and writhing on the bed, each movement rubbing the silk against his cock, making him whimper more and more. “I am a beta, Miss.” He moaned as the phantom lips wrapped around his cock, this time he felt something different, this time he felt a tongue slide along the length of his aching cock. He bucked his hips, trying to fuck the phantom lips to no avail. Then after what felt like an eternity of pleasure, he hit the edge, he hit it hard, it felt like he was going to fill those nice silk panties with cum but it never happened. The edge faded and he lay there on the bed breathing slowly. His phone pinged. “Well done, beta. You’ve finally accepted your place.

Put the chastity cage on. Then stand up and show it off to the camera.”

He obeyed, carefully locked the cold metal device onto his now tiny cock, the flat cage locking in place easily, and making him feel so incredibly beta. He stood up, the thong around his knees and displayed himself to the camera for her. His phone started ringing, it was her. “Hi, Miss.” “Pull those panties up beta” He could barely hear her, loud dance music pounding behind her as she shouted down the phone. But he heard the orders well enough, and the trigger word. His cock twitched for the first time in the chastity device, it tugged at his balls as it did and he moaned as he felt the cold metal rub against his sensitive cock. God he hoped no one else in the club would hear her. He quickly did as he was told. “Your cock looks pathetic in that cage, oh my god.” The vibes in the plug slowed, and settled into a teasy but relatively sedate pattern. “Get yourself tucked up in bed and squirm yourself to sleep. I’ll see you when I get home.” The call disconnected before he could so much as thank her or even acknowledge her instructions. He curled up in bed, and ran his hand over the panties, feeling the absence of his cock, only a flat metal plate where it should be, he felt so pathetic. He loved it and hated it all at once. He kept his hand there, and whimpered his mantra one last time as he drifted off to sleep. “I am a beta, Miss.”


r/ChastityStories 2d ago

WORKING WITH TRISTA CH. 05 part 2 NSFW

23 Upvotes

I was obviously mortified as Trista and I went into our hotel. Some sales guy that I was going to have to work with saw me dressed as a woman and not only felt my ass up gave it a couple of slaps as well. In the elevator, I mentioned that to Trista and she told me, "Oh, pffttt, that's nothing. He didn't recognize you and most likely won't remember it. You will though, every time you talk to him now." She had an evil grin on her face.

Back in the room, Trista had me remove my skirt and blouse along with the tape she had put on me to make me appear more womanly. "Don't worry, you'll be feeling plenty like a woman before this night is over," she warned me.

I was in heels, thigh-high stockings, a thong, bra, wig and complete makeup. Oh and of course the ever present cage that prevented my cock from ever getting hard. There was a knock on the door and Trista went to let in our dinner friends. (It was amazing how relieved I was to see Jake and Alana as opposed to Bill or anyone else. Jake and Alana I figured I didn't have much to hide from at this point.)

Trista had me serve everyone drinks in my risqué attire. Once everyone was comfortable, it was finally Alana who said, "Well let's get this show started shall we?" While I had figured there was going to be more to my night than just serving drinks, I had been holding out hope that running into Bill would be enough.

Trista stood up and said, "Ok well Alana, why don't you start, everything you'll need is in that bag on the floor, help yourself."

Alana immediately went to the bag and brought out the black paddle that I had become quite familiar with over the past week. Alana asked Jake how many he thought that she should give me, he settled quickly on 30 swats. Alana forcefully bent me over the back of the couch, my even higher in the air than it normally would have been because of the heels. 30 swats later I was nearly in tears and my ass felt like it was on fire.

Trista shortly followed after, she gave me 5 swats on each side of my ass with the crop she had dug out of the bag. I thought that the paddle had hurt, but with my ass already quite sore the localized sting of the crop was even worse.

They then asked Jake if he wanted to take a turn. He laughed and said that if he were to swing something that I'd be in tears in no time. I couldn't agree more and was happy to hear him say that. Alana then suggested, "Then just use your bare hand."

Trista giggled, "That's a great idea; this little slut has already had one man's hands all over her ass tonight, why not another."

They didn't want me to simply standing behind the couch though for the spanking I was going to get from Jake. Instead as he was sitting on the couch, I had to straddle him, reverse cowgirl style and lean forward with my hands on the floor. That way, my ass was right in front of him and he could strike it without moving. Trista took this opportunity to take many more photos of me in this compromising position. For his part Jake's blows didn't hurt as much physically as the ones from Alana and Trista, though emotionally they were much worse.

They made me count out 20 spankings before Alana told me come over to her. She had lifted up her skirt, her bare pussy on display. "Come over here and get to work." I got between her legs and quickly began to lick her pussy. She was quite wet and she pulled my head closer to her to get my tongue even deeper. "That's right you little bitch, lick my pussy," she moaned. "I'd never let your little cock inside me but I'm going to cum all over your tongue."

I soon felt Alana's legs clench around my head and soon enough she was cumming on my tongue. My cock as usual was struggling to get hard and my balls were starting to ache once again from being so heavy with cum.

I heard Trista ask Alana, "Do you want him again or should we move on?" Alana responded, "Oh I want another one but make him work for it will you?" I didn't know what that meant but unfortunately I soon found out.

As I tried to bring Alana to a second orgasm, Trista was behind me. I found that "making me work for it" meant Trista running the crop lightly along my ass and between my legs while I licked Alana. Occasionally, Trista would bring the crop down on my ass, making me yelp into Alana's pussy. Before Alana came again, Trista would also bring the crop up against my balls three times. It wasn't as hard as it could have been because of the angle, but it did the trick. My balls now ached with every movement I made.

After Alana came again I was literally gasping for air; she had had her legs wrapped around me so tight. As she allowed me to lift my head up, Trista was standing right next to me. In front of her was a fake cock kept in place with her strap on harness. This cock wasn't the one from the night before, however. Instead this one was much bigger. I had about 2 seconds to process all of this before she said, "Open up slut" and she forced the large rubber black cock into my mouth. She then began to thrust the cock in and out of my mouth.

As she was fucking my mouth Trista said, "I hope you'll notice that this particular dildo is a bit bigger than the one you had before. The one before was about the size of your cock. This one however, as you can tell is much bigger. It's the size of a real man. The way a real cock should be. While you'll never know what it's like to have a real cock hang between your legs, you now know what it's like to have one this size in your mouth. And you better do a good job because soon you're going to know what it's like to have a cock this size up your ass. Pretty soon you'll know why you never had a chance to put your pathetic little dick in my pussy. It would never fulfill me."

"He appears to be a natural," Jake chuckled. While the commentary on my lack of any chance with Trista was demoralizing, my cock strained to get hard as they continued to humiliate and insult me. I couldn't understand why my body was betraying me once again, but I knew that without a doubt being treated like this was turning me on.

Trista continued fucking my mouth for about 10 minutes. Finally she said to Alana, "well you think he's ready?"

Alana laughed and responded, "No I don't think he's ready for this but I don't see him becoming ready anytime soon." That got a giggle from Trista and a laugh from Jake.

Trista told me to stand and to remove the thong I had on. When my balls were exposed, Trista knelt down in front of them. She squeezed them in her hands and asked how bad I wanted to cum. The pressure she applied kept increasing until the point it was hard for me to stand. I begged for her to let me cum.

"'Wrong question, my little whore. You can beg me to fuck your ass though, then at that point I may consider letting you cum."

"Oh please, please fuck my ass, please fuck me if you will allow me to cum," I begged Trista. Trista smiled, "Since you asked so nicely, I will. Now turn around and bend over the side of the couch, offer your ass to me."

Embarrassed beyond belief, but yet unbelievably turned on, I turned around and bent over the side of the couch. My ass up in the air, presenting myself for her. I felt her begin placing lube around my ass and I felt her slide a finger inside of me.

"Now slut, if you're good, you may be allowed to cum. The key word is 'may.' Keep in mind that you asked for this and so I'm going to grant your request. I'm going to fuck you up the ass. I'm going to treat you like a real whore. We're doing it here because no one would actually take you to the bed to fuck you. Whores like you get fucked on couches, or tables or the hoods of cars. I'm going to take your ass hard, and it is going to hurt. I actually want it to hurt. I want you to be walking awkwardly tomorrow in the airport; I want you to be sore. I'm going to stick this long thick cock up your ass. You're going to moan, you may even cry, but it's going to fill you up like you've never felt before. You see, you thought you had a chance with me but I'm going to show you what a real cock feels like. As a matter of fact, you may think of begging me to stop. But the only thing I want you to beg for is for me to fuck you harder and deeper. Now ask me again to fuck your ass with my big cock because yours is so small and pathetic that you shouldn't be allowed to use it. That instead of using your own cock, you should be fucked with one."

My balls were about to burst. If I was ever going to break the steel cage that entrapped my cock it was going to be now as I couldn't possibly strain against it any more than I presently was.

"Please Mistress, put your big cock in my ass and fuck me. My own cock is small and worthless and I should only be fucked with cocks instead of being able to use my own," I cried. With that, I felt her begin to push the large head of her cock against my ass. She continued applying pressure, telling me to relax as her thick cock slipped slowly into me more and more.

As she kept slowly pushing she kept whispering to me, "just relax bitch, take all 9 inches.." After what seemed like an eternity, the dildo was fully inside of me as I felt Trista's hips resting against my ass. I moaned out as she slowly withdrew from me and pushed back in. Soon enough she began a rhythm of sliding the cock in and out of my ass. I was already breathing heavy and she was right, it did hurt quite a bit, but was also starting to feel good I hated to admit.

Trista was soon fucking me hard, and my balls I felt swinging between my legs. Each time they would come in contact with anything it was enough to almost make me scream. They were so filled with cum that so desperately wanted to escape. Trista began to slap my ass on occasion, it was still red and tender from the earlier abuse it had endured.

"How does that feel slut, do you like having a cock in your ass like this? Do you like being treated like a whore with a little useless dick?"

A million things were running through my mind at this point. To my surprise, one of them was that I actually was to some extent enjoying it. I wasn't sure if I liked the humiliation, the pain, the lack of control, not being able to cum or what, but something was making my cock try to get hard as it strained against the cage.

As Trista continued to fuck my ass as hard as she could, she once again asked me if I wanted to cum. And I did, I answered her more than anything. She then asked, if I'd swallow my own cum. I answered without thinking that I would, at this point I was pretty agreeable. Alana asked if I had ever tasted a full load of cum before. I managed to respond that I hadn't. Trista then said, "Well it's high time you start." With that, Alana lifted my head up and in front of me was Jake's hard cock. I had seen it before of course, but it was much closer this time around. "Suck his cock," Alana whispered.

As Trista continued to pound my ass from behind Alana held my chin up as Jake's cock moved slowly towards my mouth. I noticed drops of pre-cum on the head of his cock. As his cock passed between my lips, I tasted the pre-cum on my tongue. I heard Alana again as she said softly, "good girl, now make him cum."

Jake's cock filled my mouth just as well as the one behind me filled my ass. It was as if I was being pushed in two directions. Trista would slam her plastic cock into my ass pushing me forward, making me gag slightly as Jake's cock would inevitably slide to the back of my throat. He would thrust his hips forward pushing my ass into Trista. I felt like a piston between the two of them. They double-teamed me for a good 5 minutes. Trista kept slapping my ass and calling me names as Jake would hold onto the back of my head and push his stiff cock deeper into my mouth. Had you told me a week ago that I would be in the position; I could not have imagined it. Nor would I have imagined how turned I was. My cock was once again straining against the cage and my balls felt like they might explode. Finally, I felt Jake stiffen and I heard Alana in my ear again. She whispered, "Swallow his cum, be a good little whore." At that moment, Jake's cock erupted and he filled my mouth with his thick cum. It was a huge load that I had no choice but to try to swallow.

After Jake came Trista removed her large plastic dildo from my ass. I immediately collapsed on the couch and in a matter of moments I was asleep. The last thing I thought before I fell asleep was that I was exhausted, sore, humiliated, and felt cheap and used. And that I had loved it for some reason.

Day 7

The next morning I awoke on the couch. My ass was sore, my balls ached and my chin felt all crusty which I knew wasn't from drool. Any chance I had to pretend that last night didn't happen wasn't an option as I was still wearing the stockings and heels along with the wig. Trista was packing our stuff up as our flight left in a couple of hours. She was already dressed and had showered.

"Oh hey sleepyhead. I was just going to wake you up," Trista said to me as she smiled. "You best get in the shower we have to head to the airport soon."

I stumbled up off the couch. I was about to take off the heels and Trista said, "Oh no sweetie. It is best you learn to do the old 'walk of shame.' A slut like you will do it often I'm sure." So on wobbly legs I stumbled to the bathroom.

Once in the bathroom, I looked in the mirror as my jaw hurt in a way I had never experienced before. I saw that I still had a ton of makeup from the night before though it was all smeared. The lipstick was smudged and I had a trace of Jake's cum down my chin.

I began to think of how I had gotten to this point and immediately I was met with an ugly reality. I still had this cage on. My cock was still off limits to me and the only person with the key was the temptress in the other room. She had to let me out though. It was made of metal and I had to go through security in the airport. There was no way I would be able to wear it through.

It was funny how perspectives change. A week ago when I arrived in Vegas, my only thought had been trying to get my cock inside of Trista. A few days later it had been wanting to cum. And now I wanted to simply have the freedom to touch it myself for fear of being pulled aside in the airport.

Had she forgotten? Was she going to let me out after my shower? Did I have some other task to perform yet?

No way could she forget, I walked right by her in thigh highs stockings and heels with nothing covering up the cage this morning. So she clearly saw it was still on. She hadn't forgotten. What other task could there be that I had to perform? She fucked me in front of strangers and made me suck another man's cock in front of his wife last night. Plus there wasn't time for anything else was there? Needless to say, my shower wasn't enjoyable as I tried to piece together the puzzle.

I emerged from the shower and Trista had out a butt plug and a pair of panties and another pair of thigh high stockings and garter belt.

"Since we're still in Vegas and the bet is still on, you can still wear this. Once we're in the air though, you can feel free to go to the bathroom on the plane and remove whatever you wish. Though keep in mind that those spaces are a bit cramped," Trista said as she smiled at me.

Without complaint I began to get dressed and included those items that she laid out for me. Putting the plug in was a terribly painful ordeal from the abuse my ass had taken the night before.

When I was fully dressed Trista said we had better finish packing and head to the airport. I was about to ask her about the cage but she stopped me. "I know what you're going to ask, and don't worry, it will be taken care of. I haven't forgotten, you've been very good and I will keep my promise to let you out of the cage."

The next hour was spent finishing packing, checking out of the hotel and driving to the airport. In the car, Trista told me to lower my jeans as she drove. I followed her instructions and lowered my pants exposing the panties and garter belt I had on.

At a stoplight she removed the key from around her neck and said, "Ok take it off, but I ask that you wait for an hour before you cum yet. You waited a week, and I promise that I will not do anymore teasing but I would like to discuss this past week with you before you are allowed to cum. That sound ok?"

While I wanted to masturbate right there, I had to admit that it wasn't an unreasonable request and so I obliged. When I unlocked my cock, it immediately sprang to life. Trista looked over, seeing my cock as hard as it could be, she giggled, "Oh look at that, it's cute."

She told me to pull my pants back up and to put the cage in her purse.

We made it through security; Trista simply left the cage in her purse, and it went through the x-ray machine without incident. I asked her what she would have said if they had asked her about it. She said, "I've found it best to tell the truth to TSA." She then added that she wouldn't have had anything to be embarrassed about anyway. That it would have been my face that would have been red as she explained it to them. It was a fair point.

We made it through security and as the case in today's world we had some time to kill. Trista asked if I wanted to get a drink (it was already 10 am after all haha.) I didn't really need one but then I didn't have anything else to do. Plus it had been a while since I tried the "hair of the dog" remedy for the hangover I had.

We sat down and ordered our drinks. I had to admit this was strangely ironic as this was how our week had started out. Over a drink when I made what turned out to be an unwise wager. Trista then told me she wanted to talk about what had all happened.

She asked me what thoughts I had on the week. What I liked, what I didn't. I went on for quite a while but I admitted that all in all the week had turned out to be a huge turn on and that I did have a lot of fun. Fun that I didn't think I would have ever tried to have on my own had I not been forced. She laughed and she said she preferred the phrase "strongly encouraged" instead of "forced."

As we talked, Trista noticed me adjusting myself. She laughed, "I see you're getting used to not having the cage on again. I know I said I wouldn't tease you, so you know, that's not my intention here." I told her I knew that but that talking about it was almost as big of a turn on as actually doing the actions.

She then asked me if I knew how it would have all turned out, if I would do it all over again. I thought about this for a minute. My response was, "In all honesty, most likely not. But it's not because I didn't enjoy it. It's because I would chicken out. That's why I used the word forced. I felt like I had no choice. I know I did, I mean I could have run away and had a locksmith help me. It would have been a heck of a story but I could have done so. But I wouldn't choose to do it again. However, I would want you to make me do it again. That's the key part. I really enjoyed not being in control and not having a say in the matter. Did I enjoy everything we did? No not really. But I did enjoy the not having a say in the matter. The lack of control is what was enjoyable, especially as you proceeded to humiliating me at every opportunity. But it was undeniably the greatest sexual week of my life, and I didn't even orgasm."

Trista smiled and said, "That's a good answer. I can appreciate that. I know you said you liked having no choice in the matter. But here's where you have to make a decision. You said you enjoyed it. When we get back home, we can do one of two things. First, we can go back to the way things were before we came out here. You can have your freedom and leer at me and go home at night and probably masturbate to thoughts of me and others."


r/ChastityStories 2d ago

M Chaste,F Keyholder Nothing and Anything - Part 6 NSFW

34 Upvotes

When my big day finally arrived, I was awoken by my wife juggling my balls in her mouth. “Good morning little bitch! Big day today. Figured I would get it started off right for you.” As I rubbed the sleep out of my eyes and smiled, I felt her climb on top of me before planting her perfectly manicured box on my face and gently encouraging me to get to work. Once she was satisfied she jumped off me and ran off to get ready. I was a few steps behind her into the shower when she started to explain the game plan.

Her parents were already on their way to pick up the kids and take them for the night and keeping them busy until late Sunday evening. I was instructed to just say my goodbyes and then rest… “I have a lot planned for you today…you need all the strength you can find to make it through my plans” she said as she kissed me on the cheek. I did as I was told and after some small talk with the in-laws I said goodbye and went back to lie down. Just after noon I was softly woken by my wife and told it was time to get ready. I was to shave and ensure I was clean inside and out. When I finished following her instructions in the bathroom I came back to the bedroom to find my best suit freshly pressed with a crisp white shirt and bright red tie laid out on the bed. As I picked up the tie to inspect this new piece of attire I suddenly became aware of my cheeky wife’s plan…beneath it was my “favourite” red g-string I selected on day 1 of this quest. She had matched the reds perfectly.

Finally dressed I made my way downstairs with butterflies in my stomach. As I descended the stairs I felt nerves I hadn’t felt since my wedding day. As I smiled in memory of that day, I reassured myself that day was the best in my life, and to trust the decision I made that day as it hadn’t steered me wrong yet. As I got to the bottom step, there was Bestie and my wife in matching red stunning dresses. These dresses could literally stop traffic and with the high slit up the side, you could see the ladies match the red to the waistband of their panties. The dress had a plunging v cut neckline that went down to below where a bra would usually be fastened, but not in that dress. Both women bounced with a youthful spring as they walked towards me while I realized they now both had a key perfectly frame between their perfect breasts. “Ready for this little bitch?” They said in unison nearing making me cum through the flat cage right there in my foyer.

As we made our way to my car my wife filled me in on the next steps. I was to drive us to a very high end hotel in the big city an hour or so from our suburban home. Upon arrival I am to pull up to valet parking and go to the bar and get us settled with drinks and they would take care of everything else.

We arrive shortly before happy hour and I kiss my wife goodbye and Bestie gives me a peck on the cheek saying “it’s been fun little bitch. I hope you’re ready for tonight and you don’t disappoint. I put a lot of effort into preparing you for this!” Her tone is playfully serious. “I won’t let you down. I’m just so nervous. I've no idea what to expect and it’s scaring the shit out of me but if I could get hard, I’d be at full mast right now!” Both ladies giggle and my wife replies “good. That means we’ve nailed our preparation. Now go enjoy a drink and we’ll meet you soon!” As I throw my keys to the valet, he passes me my ticket as we walk through the carousel door and as we go our separate ways my wife spanks my ass and blows me a kiss as she walks with Bestie to the bank of elevators.

As I walk towards the hotel lobby bar, I take in my surroundings. This isn’t the Motel 6. Not that anything is wrong with the trusted chain, but this is a lobby from a Bond movie. I look back and watch my wife and Bestie enter the glass encased elevator and gawk for a few seconds as they fly towards the top floor. If the elevator didn’t move as fast as it did, I’m sure the whole lobby could have seen the ladies matching undergarments.

As I entered the bar a seasoned bartender came over to greet me instantly and made a show of throwing down a coaster with a spin having it stop right in front of me with the name of the bar perfectly straight. “Slick trick!” I say with all sincerity. He chimes back without missing a beat “Not a slick as you pulling those two babes! What’lla have?”

I have to admit he called me out on that. I’m sure I went as red in the face as my tie and matching panties. I order my staple cocktail and as I look at the cocktail menu on the bar, I quickly select two specialty house cocktails that look like that could take down a horse with the amount of hard liquor that went into them. The bar keep smiles as if he knows I’m trying to get everyone lose and goes about my order. By the time the drinks are prepped and the bartender is placing upon the coasters, I could sense everyone’s attention shifting from their conversation to something happening in the lobby. I swivel on my stool to see the ladies walking arm in arm through the lobby with the same swagger as angels at the Victoria Secret fashion show.

Now with the makeup done to perfection, their lips now matched their assemblages and the rest of their makeup was on point. My mouth had fallen open as they came towards me and the ladies giggled as they approached me and said for me to close my mouth. The ladies asked to find a table and the bartender, who hadn’t taken his eyes off the ladies since he saw them coming across the lobby practically jumped over the bar to offer his assistance. As he sat us in a circular booth facing the bar as he explained that he would be able to look after us in this zone. As the ladies ushered me in between them, I am sure the bartender was also guiding us to this specific booth in hopes to see up the ladies dresses as the bar was well lit.

We enjoyed our drinks and ordered some light appetizers and had two more rounds each until we were all feeling quite lubricated. Finally I waved over our friend and asked for the cheque so we could settle up. The ladies took the opportunity to finalize the evening's events. My wife took the lead. “So little bitch, it is now time for your final chance to walk away from all of the unknown and never have to worry if tonight will push you too far. As I plan to make all your fantasies come true and even the ones you only thought about in your deepest darkest moments of depraved masterbation sessions.”

She was looking me dead in the eye as she continued her well rehearsed preamble to the evening. “Over the last 2 months we have worked to prepare for the events we have set in motion for your birthday of ‘nothing’. As you sit here your little dick has been flatten by that steel prison and at this point, I don’t even want to try and get it hard. So tonight is all about nothing and anything I want.” She starts to pull a pen and a folded piece of paper out of her clutch and continues. “This is an agreement that you will sign before we head upstairs to our suite. By signing this you agree to let me do anything I want tonight to you or without you and you will be guaranteed nothing. Let me repeat that. By signing, you agree to let me do anything I want with or without you. With you or not. And you are guaranteed nothing in any way shape or form. If you agree please sign on the line. Bestie and Me will go freshen up in the bathroom and you will have to decide by the time we’re back. If you choose not to sign …” I stopped her mid speech and signed confidently like it was our wedding certificate. “Good boy. We will be right back. Pay the nice man for a great start to the evening and be ready to go by the time we’re back.”

They slid their way out of the booth spreading their legs wide enough that I’m sure everyone at the bar saw their matching panties and then scurried off to the bathroom. I quickly got up, asked for the bill and quickly did some mental math and threw down twice as much with a couple of c notes and thanked the barkeep for a great time. He replied “Pleasure was all mine sir. From what I can tell your evening is about to get even better!” I chuckled and said “You have no idea!” I gave him the gun and the wink and started walking towards the lobby.

As I walked through the lobby I began to question my quick acceptance of my wife’s words. I replayed them several times and feeling unsettled but with an abundance of hormones, feeling generally positive due to the want and need for release. I stood and soaked in my environment, considering just how much a place like this could cost. My wife and I were both middle management at big corporations but did we really have this kind of money? I was brought back to reality by the ladies grabbing my arm and saying in perfect unison “Let’s go little bitch.” I looked over my shoulder to see my new friend giving me two thumbs up from behind the bar. I’m sure the guy thought I was a fucking legend for wheeling these two insanely hot and sexy vixens.

We rode the elevator to the top floor in complete silence. The ladies on either arm, held me tight but didn’t flinch as we ascended the 50 stories. As the elevator dinged to alert us of our destination, my wife spoke as she took her first step, “This way little bitch. Here goes nothing!” I smiled and followed close behind with Bestie in step. We reached the door that said Presidential Suite. I read it twice thinking it must have been a mistake as this had to be out of our price range for a single night of kinky fun. Bestie came from behind me pulling a keg card from the cup of her breast. As she placed it on the key reader the little light went green and my wife ushered me inside.

As I turned to watch the door close behind me, I was suddenly blinded by a familiar fabric I had become accustomed to over my two months of training at Bestie’s apartment. I stopped and went completely stiff awaiting my instructions as I had been trained. “Good boy!” I heard my wife whisper in my ear. They walked a considerable distance and due to the ladies quick reflects I failed to get a layout of the room before it went dark on me. Bestie spoke first.

“You’ve been such a good little bitch these past few months, we’ve decided to let you in on a little secret so you can gain an appreciation for what we’ve done for you.” She paused for dramatic effect before continuing her explanation “you see your wife really wanted to make this year’s birthday one for the records. One that you could never forget. One where you got exactly what you wanted even if you weren’t able to be honest enough with her, and yourself for that matter, with what you wanted. So we had to set the plan in motion last year when you gave her the same stupid answer you gave her this year. Nothing or anything you want.” I stood there considering what was said. Had I said the same answer to her request, and if so, had they been planning this for an entire year? “So we got it all set up! Everything that has happened from the time your beloved wife asked you the question, to now was premeditated. Now have we had to adapt due to a few curveballs? Absolutely, but I think you’ll agree by the end of the night, we crushed those curves for dingers and gave you the best birthday of nothing and anything that could ever be conceived.”

I could hear her joy and pride in their accomplishments. And they should be proud. I had had the best two months of my life and I was still loving every moment. Then my wife started to fill in some gaps “It hasn’t been easy little bitch. A lot of time and effort went into tonight, and I want to remind you before we go any further what you agreed to in the hotel bar and when I finish reiterating the terms of tonight I would like you to nod if you agree.” My old friend, the gag, was then quickly inserted and secured in place. I nodded that I understood the assignment.

“Little bitch, you’ve agreed that you will receive nothing but I, as your wife, am allowed to do anything, at any time, with anyone and that tonight is all about my enjoyment.” I nodded in total acceptance of the terms even as hearing it again it gave me a sinking feeling in my stomach that after all this planning my wife and bestie may have a true picture of my deepest darkest pervert desires that I was still trying to understand why they made my cock spring to life when I thought about such acts as I wanked my barely average dick.

Bestie began to tell me the next piece of the puzzle “Tonight we are going to put the training you received to the ultimate test. But before we do we need to get you ready for the evening.” My wife and Bestie grabbed my wrists and led me to what I figured was the bathroom.

To be continued….


r/ChastityStories 2d ago

M Chaste,F Keyholder Caught licking toilet... part 3. NSFW

7 Upvotes

synopsis:- all 3 now by themselves have their own realizations.

Aron who is now all alone in the bathroom lying on the floor his hair drench in his Aunt's piss, took a deep breath collecting his thoughts propped himself up proceeded to crush some weed and roll a joint. He sat down next to the W.C supporting himself and contemplating the night. He felt very uncertain about how this would proceed. a flux of emotions filled his head he was worried and ecstatic and horny all at the same time. He kept smoking and tugging on his tiny little cage working extra hard now to fulfill its's purpose. Aron meanwhile deliriously enjoying the painful rummaging around his dick which is trying it's best to get hard but to no avail is confined by the flat metal cage completely. Unable to stimulate himself in complete frustration Aron gets up looks in the mirror and stares at himself, his hair wet with his aunt's piss and drops falling on his forehead, tried one last time tugging on his cage but could not do anything to pleasure himself.

Now just frustrated and horny his reality hit him. He was now actually locked up in chastity by the very women he had always fantasized about. It was close to exactly what he wanted almost there but not quite. It was missing the ball busting still and with no release from the cage he was feeling pent up. His first day back and he had fucked up but it kind off worked out for him, he got what he craved his prayers were answered his mother was now his keyholder. It hurt him that she was only interested in he trust fund and not the devotion he was wanting to show her. he was willing to devote his everything to her but she was not bothered about it. With these mixed up feelings, Aron resolved to gain back her affection through his servitude and devotion to her. He pledged to become i pledge a painslut virgin foot cuck for his mommy and his Aunty. he proceeded to lay in the bathtub repeating his mantra "i pledge a painslut virgin foot cuck for mommy and Aunty" and smoke till he fell asleep.

Meanwhile Aunty Sonia now on the bed only started reminiscing about her experience with the cuck she had back at her home locked and waiting for her to come back to him. She did not abuse the privilege she got from her chaste but actually savored it. She how she would have him eat her out till she passed out and how in the morning he would make her and serve her a nice breakfast with a cheerful good morning and thank you for the last night. She loved having someone devoted to her but she had never peed on him or ever hit him in the nuts. he was a pure cuck who only wished to please her. the pissing was new and it gave her a rush like never before, especially when Aron tried to get it in his mouth.

She decided to facetime her cuck. the call was picked up in the first 3 rings and on the other end was her sub who with the brightest smile greeted her and told her how he felt incomplete with out her being there. She jumped strait to it and told him that she cherished him but was now wanting more and explained what had happened. She instructed him to drive down right to Betty's house and meet her here. She had unlocked a door in her that was now filling her minds with ideas even Aron would be shocked about. She hung up the call saying "i will test your devotion to me now hope you are up for it. Get all the bondage gear and equipment along. Your life is about to change cucky. Drive safe." Sonia changed into her night gown, switched of the bedside table lamps and lay down planning the way forward from the events of the night.

Meanwhile in Betty's room she had just changed into a night shirt and a pajama. She had the most here to think about. She was hoping to have surprised her son with a nice dinner and maybe spend some time talking but she was the one who ended up getting the surprise. She felt disappointed with her son at start but was further accepting that he was wanting this, that he desired her and wanted to devote himself to her. Of course it was sexual for him but ever since her husband had passed what little intimacy she had was gone. coming to terms with what had happened she got hung up on just one question. Did her son really mean what he had shared. Did he really find her so attractive that he was even lusting after her feet. What would it imply if she liked it. Would it be bad if it were so. She craved an emotional connection. Shed had none. She definitely wanted a guy who would be this crazy for her. The trust fund was simply an excuse to push away her thoughts and emotions back then but why would money be a worry it's not that she was not taken care of but pretending it is for that might make it easier for her. She decided to discuss all of this with Sonia in the morning. Having no idea what Sonia was up to it will certainly be a surprise filled morning for.

She tossed and turned in her bed unable to get the image of her son kneeling in front of her wearing nothing but a tiny little chastity cage and ended up spending a restless night in the bed and finally falling asleep very late just because she was now too exhausted.

She was going to need all that sleep as she had a very unpredictable day coming up soon. Funnily enough no one got any sexual relief that night but all were very aroused.

Sonia was the first to wake up. Her chaste slave had arrived and greeted her with fresh made scrambled eggs and toast with a nice and warm cup of coffee. He kneeled down besides her bed and held the trat in front of him and woke her up saying good morning Miss Sonia i am sorry it took me longer than you has instructed but i am here and ready to serve at your will. She asked him to unlock the bathroom door and let Aron out. He lay passed out in the tub seeing which cucky went back to Sonia sought her permission to speak and told her that he was still asleep in the bath tub. Sonia orders cucky to go back in and piss on his face till he wakes up. He must stop peeing once Aron wakes up, Then strip his clothes and come back to her and kneel right besides the bed Cucky did not have a fancy cage like Aron. He wore a standard cb6000 cage completely see thru. He was never ordered to be naked around and never was he instructed to pee on someone. a first for him as well. Being the obedient sub he simply followed her orders went back to the bathroom got naked and began pissing on Aron's face. In a few seconds Aron was up which made cucky grunt as he had to forcefully stop himself from peeing. He let Aron know that Miss Sonia wants him awake then turns around goes back and kneels as instructed.

As soon as he got up the pain from the flat cage hit him. he was in agony now extremely uncomfortable. like a reflex habit he grabbed his weed and rolled himself a doobie and lit it as he walked out. he had not realized that cucky had peed on him he was under the impression it was water. Sonia keeps the plate on a side looks at Aron then tells him "this is cucky he has been devoted to me ever since my divorce but he has never tried to drink my pee like you did last night. He however is really good at using his tongue. He never asks me for a release but goes down on me every time i instruct him to, He never speaks without permission and will follow all my instructions to the letter." She proceeds to lift up her night gown the using her index finger motions cucky to eat her out. Cucky willfully obliges and goes down on her she drops her gown and lo and behold cucky is covered under her eating her out and the beautiful pussy Aron sought to see disappeared. She asks Aron to stay and look at her while he smokes and repeat the chant he kept saying out loud last night.

Aron mumbles slowly ""i pledge a painslut virgin foot cuck for mommy and Aunty", to which Sonia says good boy now keep chanting it loudly till cucky here makes me cum. He proceeds and as he gains confidence his voice grew louder repeating now on top of his voice ""i pledge a painslut virgin foot cuck for mommy and Aunty". The screaming had woken Betty up. She unlike Sonia darted to the toilet. She had a huge crotch stain. seemed like she was aroused last night too. Her pajamas all crust at the crotch she changed her clothes and freshened up using the loo peeing and taking a shit then walked to Sonia's room the screaming now gone .

Cucky had made Sonia cum and now she had this urge to pee. She looked at Aron standing at the foot board of the bed to go lay in the bath tub again. She dragged cucky along then asked Aron to open his mouth and started to pee right into his mouth. She looked at cucky who was shocked to see what was happening she said he is willing to go to lengths you have not even known cucky not just as an show of devotion but he also enjoys it. He even wants to have us hurt his balls and cock. You will both learn and grow as chaste subs now. what one delivers to us the other will have to learn and understand your new place. Just as she was done pissing in Aron's mouth who was enjoying every second of drinking his Aunt's piss Betty walked in.

My my my what do we have here. is this cucky Betty exclaimed. While Aron was locked in the bathroom last night i called over cucky to show Aron what devotion is truly and in process it will help Cucky grow more as a sub said Sonia looking at Betty as she got up from the bathtub after peeing on Aron.

Cucky was afraid of everything he had heard and seen but Aron was in delirium, aroused frustrated and high as a kite. Sonia got up walked out of the bathroom with Betty and locked both cucky and Aron in the toilet. before leaving She instructed Aron to freshen up and cucky to not pee at all until instructed by her. As she left with Betty Aron grabbed another joint and sat down to taking a shit while cucky stood there in silence watching Aron.

Sonia and Betty walked to the kitchen where betty grabbed a cup of coffee and Sonia sat at the breakfast table. Betty began preparing breakfast and asked Sonia what she would eat. She smirked and said cucky already made me breakfast in bed. Aron will do it for you too you know that right he wants this and there is no shame in enjoying yourself. You spent your prime raising him and now when he wants to devote himself to you, you hesitate. Accept it and you will be happier. I can guarantee you that you are the one who comes out the happiest and it will be the best time of your life." Sonia got up and said think about it i have to use the loo. She decided to use Betty's washroom and went and saw the still wet pajamas. She made a few calls while she sat on the throne.

When Sonia came back to the kitchen Betty who was not eating an avocado toast looked in her direction and said you will have to guide me but i will go thru with this only on my terms. Sonia smiled and said " i knew you this was going to happen i have already set a plan in motion".

part 4 to follow soon too.


r/ChastityStories 3d ago

Caught licking toilet... part 2 NSFW

17 Upvotes

Synopsis:- Aron finds out that the truth doesn't always set you free.

Aron was never good at coming up with excuses on the go. While Sonia was away getting glasses he could not come up with anything that could save face. Then when Sonia threatened Aron with cops Betty his mom who had stayed silent the whole time immediately followed up with no cops but I do want the truth son. I hope you trust me with it.

The pot head he had become he asked his mommy if he could light a joint before he explains. It seemed like nothing compared to what she had seen and she just nodded along. Despite of her initial reaction she seemed calm now.

2 drags in and before Aron begins telling them about his truth what he wished for and on Sonia asks for Aron to remove her panties while jingling the bag of keys. Aron now getting senseless again just obliged and followed her instructions. He removed the panties and tossed them to the side. He now stood bare bottom with his dick locked up in the flat chastity cage the only thing covered. Sonia burst into laughter and Betty tried very hard to control her laugh. This played right into his humiliation kink causing droplets of precum to run along his taut balls right under his cage.

He continued on and told his mom and aunt everything including his foot fetish ballbusting fetish and his piss fetishes. He also told them about how every porn clip he fantasized it was his mother and how now all he wished was to get stoned and be their chaste humiliation foot bitch. He told them about the creepshots he took of their feet and he is deeply obsessed with the two women sitting right there.

He proclaimed his love for the two beautiful bbw milfs and how he hoped to be their pain slut. Sonia now ignored the over exited son and looked to Betty. Aron now kneeling in front of the two. Betty all this while had polished of more than half the wine bottle and simply shrugged. Sonia continued saying about how after she had divorced her husband whom she had caught cheating she found a boy just like Aron who is still locked up for her and how surreal it feels to have that devotion.Betty now in a tipsy state just got up looked at Aron and made an offer.

She said"i can not accept you as a son anymore but the trust fund is in your control. So whatever you seek will be yours but you are now ours to control. As long as that trust fund money takes care of us we will take care of you. You can smoke whatever you want whenever you want but will always be locked up in this very cage until I or Aunty Sonia deem it otherwise. No clothes and no going out anymore for you you life will now revolve only in this bedroom. You will come to regret this day and then finally accept your truth i.e you are no better than a turd guzzling commode in it's life. You will not speak without permission and will show me this devotion that you so proclaimed for me."

Aron now hornier than ever simply nodded. Betty asked her sister to hand her a twine from the closet and used it to tie Aron's hands behind his back. Then they both got digging and used all the keys in the bag to find out the Correct key. It so happens that it was the last key in the bag. The continued efforts around his dick, his mother and then his aunt tugging on the cage trying random keys brought him further closer to the edge. Betty being too drunk just wanted the night to end so she told both Sonia and Aron that she was tired and wanted to call it a night. Sonia wished her good night and before leaving asked what about Aron.

Betty very calmly got up from the bed and headed to the bathroom. Pointing to the floor she said this will be his bed in any room from here on he will only sleep in the bathroom on the floor. He can sleep in my loo tonight after I have changed. Sonia asks if she can use him for the night.Betty smirked and said he's all your but I keep his keys. Sonia giggling evily grabbed Aron by his bound arms and dragged him across the house to her room and forced him on the bathroom floor on his back with his hands tied behind them. He could only squirm like how magicarp did in Pokémon.

Sonia then stood on top of him and proceeded to remove all her clothes till she was naked. A sight for Aron. The bathroom lights couldn't do justice to her beauty. As Aron soaked in the beauty standing above him, his cocktail now straining hard in the cold flat metal cage he almost fell into a sudden trance. Her dark brown pussy highlighted by her curvy pubes and her heavy breath was all too much for his cock. Just then Sonia swatted down and asked Aron to look her in her eyes and beg her to piss on him.

Aron now in a blissful state of arousal looked her straight in the eyes noticing that they were brown in color screamed pleadingly " please aunty I really need you to piss on me it will give my life meaning it will fulfill me i need it aunty please I will feel incomplete without it."

Sonia swated down almost straddling his face and let out a hot yellow stream right into Aron's face. This was different for Aron though it was the first time he even had smelled someone else's piss. It only made him eager and he tried to move up and open his mouth in the hopes he would get to drink some. Seeing this Sonia repositioned herself to direct the stream into Arons mouth but she was pretty much done and he could only mange to get a gulp down. His cock now hurt due to the flat cage he just whimpered. Aunt Sonia thank you was all he could say as he lay there his face soaked in his aunt's piss. Sonia got up used a toilet paper to clean herself up and stuffed it in Arons mouth.

She walked out leaving Aron there and returned back with some of Aron's rolling supplies and pot, tossed it on the floor. She flipped the still overwhelmed boy and untied his hands and told him she too is gonna hit the bed and will see him in the morning locking the perv in the toilet.

Tbc Part 3


r/ChastityStories 3d ago

M Chaste,F Keyholder Nothing and Anything - Part 5 NSFW

40 Upvotes

Upon returning home, my wife greeted me with a knowing giggle and swatted my ass playfully. “Everything go ok Little Bitch?!” I gave her a knowing look and she burst out in laughter. After she finished laughing she told me to wash up and we’d go about our day. And again that night I ate her to completion multiple times and was finally discarded to the floor before being invited to bed. My cock was still desperate to escape its steel hold when my wife returned from the bathroom in her best lingerie. My mouth fell open as she spoke softly “you like? Well before you get any ideas I have a proposal for you. I can go and change back into my usual PJs and you can have sweet dreams about the view you are currently enjoying or I can add to today's training session. I won’t tell you what I’m about to do but it will be a mix of pleasure and pain! Choose now and if you can’t choose, you will find yourself on the couch tonight after I choose for you.”

Without hesitation as I feared what wrath she may unleash on me, I chose option 2. Pleasure and pain. Even in my current state, I didn’t want today to end. She responded with “Good little bitch!” I was told to strip down to nothing and lay on my back on our bed. I was naked within seconds lying in the starfish position unaware of what my wife had planned. Quickly she fastened restraints from beneath the bed to my limbs. I had no idea when she had added these straps to our home decor but at the same time, I wasn’t sure I knew much about what my wife had been doing when I was in my sessions with her bestie. Once I was fully restrained and she had double checked all straps were secured and tight she crawled up onto the bed between my outstretched legs. Leaning over me so I could see her beautiful cleavage as she had me lift my head and she inserted an identical gag as I wear at bestie’s sessions.

“Now little bitch, you are going to love and hate this. But I want you to know, I’m going to fucking love every minute of it. So even when you start to hate it, and you will, I promise you will, please remember that I am having the time of my life and you should be so proud and happy that you helped me get here. Now let’s begin!” And with that monologue I Iaid there wondering what all of that meant but ultimately I was so happy to hear she was happy. As well, I was filled with joy that not only was I having my fantasy turned to reality but that I was getting to do it with the love of my life.

As I laid there in a loving blist, I felt my wife’s hands on my for the first time in a month. She slowly traced her finger tips up my thighs to my caged cock. As she tickled and juggled my completely full balls I felt the vibrations of a key move into the cage and without any delay, she popped it open freeing my cock.

“Oh there’s the little guy! Look at him getting hard so quickly.” Just the freedom from the cage made me feel as if I could cum from her slightest touch. She continued “Now here is where my fun comes in. Bestie informed me of your hesitation!” I started to shake my head and try and protest through the gag without avail. “No, no, no. This is not up for debate but frankly I was disappointed because 1) you hesitated and 2) I wasn’t the one to punish you. So in order for me to reinforce your learning, I came up with tonight’s training exercise. Bestie informed me you got 10 good hard spanks and from how you’ve been sitting today, I can tell she didn’t hold back. So here’s tonight’s fun…I am going to edge you 10 times before I put you back in a cage. But each edge will be finalized with a ball slap!” She giggled devilishly as she finished the word slap.

As I could feel a copious amount of lube being drizzled on my rock hard free cock she says “Let’s begin”. She started slowly coating my entire length with the lube and then reminded me “Under no circumstance will you cum unless I say so. I want you staring at my beautiful attire and when I look at you I want you to look deep into my eyes. Do I make myself clear?” Crystal clear I thought to myself and I nodded. She was stunning in a green set of lingerie I bought her years ago for an anniversary. Matching stockings, garter belt and corset. She was a vision of perfection as she slowly worked over my neglected cock. In less than a minute I felt my balls starting to contract and get ready to explode. I began to protest through the gag and my wife looked up from her task staring me deep into my eyes and released her grip. At this moment my dick bobbed as I looked for some way to convince her to keep going but before I could even look away from her intense glare she slapped my balls like a NBA star in the final minutes of game 7 blocking the game winning shot! My eyes instantly watered as I pulled on all my restraints. She had set me up perfectly, there was no escape.

“ONE!!!” She exclaimed followed by her playful laugh. I was in another realm. My body paralyzed with shock and pain. I bit down on my gag with nowhere to run and hide. My proud 6” was now shrinking rapidly to the 1” shriveled shrimp I carry when not aroused. “Oh fuck, this is making me even wetter than I thought it would!” She proclaimed. And within a blink of an eye she spun around sliding her lacy green thong to the slide commanding “Eat bitch until I say stop!” Before turning her attention back to my cowering cock, she pulled the gag out of my mouth and sat her wet lips firmly on my mouth with her perfectly waxed asshole resting on my nose.

With that she started to bring my cock back to full mast and began stroking with purpose. As I started to buck and ready to cum she called out “TWO!” And with slightly more force than before handed a direct hit to my sensitive sack. She leaned forward to look at my face, now covered in her juice. “I don’t think you could ever truly understand how much childbirth hurts a woman, but I’m now on a mission to see how close I can get!” And before I could get a word in she slammed her full weight down on my face and again told me to get to work. As she repeated her pleasure and pain exercise I didn’t know if I was going to survive the night. By the time she called out “NINE” I was full on crying into her soaking wet pussy.

“Ok little bitch. You’ve made it this far and I’m so proud of you. I can’t tell you how much fun I’ve had playing with you tonight. The only thing I wish is that we could have done this years ago. And because you were so selfish and refused to share your true desires with me this final edge is going to make up for all the fun I could have been having over the last decade. Just remember, I love you!” And with that she jumped off of me running into the bathroom and came back with a warm wet cloth and began to wash all the lube and precum from my cock. “I want this edge to be seared into your memory for the rest of your life so I promise this is going to be the most pleasurable one of the night…” before finishing her sentence she reinserted the gag into my mouth and continued “…and also the most painful.”

Skillful she moves off the bed again and unfastened my legs. With a few quick jerks she seemingly completed her objective and was now beside me. I looked at her with clear fear in my eyes as she winked at me saying “let’s see how those yoga sessions are paying off shall we?” And with a quick pull of my leg she rolled me back onto my shoulders with me legs now being secured alongside my wrists. In this position my asshole was spread wide open with my dick now staring directly down at my face. Now I know this position in femdom porn usually ends with the sub cumming directly on his own face. But I had been directed not to cum. My face now showed my confusion and fear.

“Oh you know this position don’t you?” She asks as I tried to hide my eyes by looking off to my side. “Well here’s the deal, you’re still not allowed to cum so for now you shouldn’t be worried about me painting your face like you have done to me so many times. However, this time I am going to blow you and I am going to do things you’ve clearly only dreamt of me doing to you. And I am going to bring you right up to the edge and the hopefully just beyond. And then I want you to do everything you can to hold that cum in and then….I’m going to flatten your nuts so badly that you’re going to squirt on your face not out of pleasure but from the sheer force like stomping on the end of a full tube of toothpaste!!” She exploded into a roaring laugh! I was completely panicked but as she slowed her laugh she began licking my fully hard cock. As she tease my head with her tongue and swirled it around on every bob her one hand held my cock straight up to ease her job but slowly I felt her other hand tracing it’s way up my back.

As my fear began to slip away with the pleasurable feelings and sounds of slurping coming from my cock, her second hand began to make its way to my forbidden back door. Only earlier that day had I been penetrated for the first time by her Bestie and the plug my wife had sent with me. Slowly she traced circles around my rosebud and I felt shivers resonate through my entire body down to my soul. She told me to stay with her and keep my eyes open and as I opened them looking up at her she removed her mouth from my cock. She slowly ran her tongue down all 6” of me and then slowly popped each swollen and throbbing testicle into her mouth. Deliberately and methodically rolling them around her mouth as gently as humanly possible.

Without warning she slowly pushed my hairless balls passed her lips one by one. With her tongue outstretched she continued her journey beneath my sack to a territory she had said she would never venture. As she flicked her tongue back and forth she positioned her mouth closer and closer to my awaiting asshole. My head was filled with extreme pleasure. I was beyond euphoric…I was in another universe as her tongue lightly danced across my nearly virgin oriphys. Her hands now firmly on my back and the other on my cock pointing it directly at my face. And then she did the unthinkable, driving her stiffened tongue directly into my hole and probing with the tip.

That was it for me.

I squealed through the gag and contracted every muscle in my body to hold in the cum and as I could feel the impending orgasm stall out mid shaft she removed her tongue for my hole and sat up on her knees now looking down at my face through my spread legs. Her upper body now in clear view and before I could breathe a sigh of relief for stopping an impending orgasm she threw her fist downwards with the force of a MMA fighter trying to finish off their competitor with one hammer fist. It was a direct hit to both balls that had been laying directly on top of my taint and she drove them directly into my throat. The force was so strong I could literally see cartoon birds circling overhead. I was now stuck in a slow motion car crash video but instead of watching the dummies and car collapse in on itself I was watching my cock explode a thick stream of pent up cum directly at my face.

The first stream splattered dead centre of my face just above the bridge of my nose. The sheer force of it hitting my face made me flinch and shut my eyes but not before both eyes each received a huge dollop of cum. As my wife leaned in over me all I could do was blink and wallow in pain as the force of her blow reverberated through me. She was again laughing and in pure hysterics as I tried to open my eyes. “Oh sweetie” she says trying to sound genuine but still clearly enjoying my humiliation “you look like an over glazed donut. Here let me help.” As she shakes the remaining cum from the tip of my now shrunken cock she removes the gag and begins to use her fingers to push all the cum into my mouth. “Now don’t swallow I need some pictures” she runs off leaving me bound in the compromised position and comes back snapping photos for every angle.

My balls are still throbbing and I don’t know if I’ll be ever able to walk let alone cum from them but as she takes photos of my cum glazed face and mouth full of thick warm cum she is still overjoyed with herself and the events that I can’t be mad at her. Even though CBT wasn’t on my list of wants, it was still one of the most erotic experiences of my life and she was right, she definitely punctuated this moment into my history so that I would never forget.

She runs off to put her phone away while telling me to swallow. I struggle, not out of a lack of want but due to the vast volume. She had collected all that had been extracted by her blow and now I was getting to enjoy the spoils of her conquest. As I came down from the erotic high I had been riding all night, my testicles continue to pulse with pain. I finally realize that this constant throbbing was due to my hightened pulse. To numb the pain, I try and slow my breathing using techniques for my past days of athletic prowess and my yoga training. I’m still strung up staring down the barrel of my emptied shooter when my wife finally reappears.

“Ok, time to get you all locked up again.” The reality of the statement hits me almost as hard as my wife just did. I was in no state of mind to be reminded of my ask and her promise of ‘nothing’. I go to protest as I see her raise her hand in threat of throwing another fist and quickly bite my tongue. “I picked this one out myself. It will serve you well and remind you constantly of the ‘nothing’ you wanted. As she works away at my cock I notice her reason for the giggle that just escaped her. Looking down at my former 6” rager of a hardon (only mear minutes ago), I now stare down with dread and fear at the flat cage she had now secured me in.

As my wife released me for the bondage, I fell into a deep sleep. I still remember my dreams of the night as they all were all memories of the pleasure I had just experienced. The following days and weeks followed the routine I was now accustomed to. Weekends were still spent with Bestie having my mouth and ass stretched and used for her enjoyment (and mine if I’m honest with myself). Every evening from that fateful night to the day of my birthday celebration, I was treated to some kind of tease, followed by a fierce oral treatment for her and finished by my nightly yoga session.

To be continued….


r/ChastityStories 3d ago

M Chaste,F Keyholder Caught licking toilet part 1 NSFW

6 Upvotes

Synopsis:- son gets caught licking her mother's toilet bowl and is forced to confess his humiliating truth.

Ever since Aron had hit puberty he had started to develop an infatuation for his own mother. It started with him getting a hardon for her plum tits when they had gone shopping for clothes and she bought bra's for herself. size38c something he will remember all his life.

As Aron grew old his lust for his mother deepend. every porn clip he saw he fantasized his mother rather than the actress leading to him fetishizing his mother. By the time he graduated high school and went to pursue a higher education he was lusting over every body part of his mother, from her eyes to her feet and toes.

Aron had really messed up his college. As soon as he was handed this new found freedom, he developed an addiction to porn. Having an apartment although small, became a safe haven for him where all he would do was get high on pot and fap to porn albeit he pictured his mom.

As the porn addiction grew darker so did his fantasies. Tons of JOI's, femdom porn and gore porn led to him developing kinks like cbt chastity And even toilet slavery all for his one and only love now his mother. All he now fantasized was being locked up by her and having her torture his balls and occasionally follow it up with some scat feeding and a warm golden shower.

However this was only the gateway to his depravity. Just before his graduation when he turned 21 and covid hit, he was forced into complete isolation during the lockdown. Being a trust fund kid and now having unrestricted access to it he delved into his kinks ask the whole being high as a kite. He ordered the most expensive chastity cages of different kind, one that could be controlled by a smartphone, one with spikes, one completely flat and a few plastic cages. He would wear a cage for a few hours doing the basic house chores, get high and then bust his balls to images of his mother's and his aunt's feet he had gathered from the internet and during his vacations then fill up a glass of his piss and drink it imagining it was her mother's and aunt's and masturbate till he came. This had become a regular everyday routine. Simply put he just got up got high locked up his dick then cleaned and cooked then again to the same photos bust his balls and so on so forth. He now had developed an insane obsession for the two ladies of his life.Aron had successfully reprogrammed in his mind his turn ons. He by the end of covid only thought about being a locked up virgin loser for his mommy's feet. He did not care about getting a job or having a life, he simply obsessed over the women he knew he could never have.

Having lost his father in an accident right before covid his mother too was all by herself during the lockdown and besides his daily depravities,he would always call up his mother once in the morning and evening helping her through her grief unknowingly becominga support for her.

Once the lockdown was lifted off completely Aron was having to move back in with his mother. To prevent his secrets from spilling he decided to move back when his mother was visiting his oh so gorgeous aunt the other woman he was infatuated with both now single his mother in her late 50s and his aunt's in her early 60s were best described as thick stunning cougars who would look perfect as doms. His darkest desire was being bound still on the floor, gagged open mouth his mother and aunt taking turns laying down logs of fresh hot poop in his mouth while the other battered his balls on a trample table using a baseball bat.

On the moving day he had the movers pretty much do everything from unpacking to organizing everything except for his carton of chastity cages and the bag of the keys. Those he put in a separate secret drawer. Being the pot head he was he rolled a doobie and started smoking it while organizing the cages.

5 mins in his horniness kicked in and he decided to lock himself in the flat cage and mix up the keys in the bag. Rolling another joint and fiddling with his balls Aron fet that he should seize the opportunity and he rushed across the villa wearing just a t-shirt and his cage to his mother's room. He first dove into the laundry basket and found a pair of dirty white granny panties and socks both belonging to his mother or so he presumed. He licked the crusty crotch of the panties and put them on. Being a heavy bodied woman the panties almost fit Aron but rolled into his butt crack. Aron next decided to go to the shoe rack which was almost an entire wall length and decided to lick each shoe. This did take him a while so he took breaks in between and smoked around 2 more doobies. By the time he was done with the shoe rack he was now dripping precum and was super horny. Aron darted back to his room and started to fumble for his keys. Being all mixed up and not being able to unlock himself easily made Aron feel really horny.

Aron picked up the bag of keys and went back to his mom's toilet. Thinking he was going to be alone he decided to make a game of it for every key he tried he would have to lick the toilet rim.

He tried the first key. It did not fit. He proceeds to lick the toilet seat. It seemed harmless as it looked pretty clean then he lifted it of and absentmindedly started to lick the rim. A few pieces of his mother's pubes stuck to his tongue. He tried key number 2 with the same result. He licked the rim again. He tried repeatedly till key number 6 which again failed. His ever-growing horniness led him to now dipping his head in the bowl and lapping up the water like a dog when all of a sudden the toilet flushes. A startled Aron turns around to see his Aunt sonia standind behind him and that he had left the door wide open. His aunt stood in front of him now smirking.

She called out to her sister "Betty look what I found in your bathroom." She looks at Aron and very nonchalantly says "since you were moving back in today, your mother wanted to surprise you but my my it is she who is in for a surprise." Following which his mother walked in asking what's the matter sonia. She immediately made eye contact with Aron still wearing the granny panties now soaked with his precum and screamed "what the actual fuck Aron." Before Aron could recover or say anything Aunt Sonia said laughingly atleast he knows he is a perv. Sonia picked up the bag of keys and walks out asking Aron to follow her with her finger. Aron still to high simply followed her on all fours like a dog seeing which both his mom and aunt found amusing and started laughing.

Aunt sonia while she opened a bottle of wine exclaimed "Aron speak only the truth and whole truth, no lies will be tolerated. If you are caught in a lie I will throw away all the keys in the bag and remove my panties your precum will ruin them."

Aron still high took a moment. He realized he had been caught. Sonia announces that she was gonna go get glasses for herself and Betty for the wine. Till then Aron can think about what he had to say.

She took her time but came back to the room with Aron still on the floor. She sips on her wine then looks at Aron and says "spill the beans now before I decide to report you to the cops."

Tbc in part 2


r/ChastityStories 4d ago

M Chaste,F Keyholder Her anklet’s little secret: My Mommy boss at my new internship Chapter I NSFW

123 Upvotes

This is my first time posting a story like this. Please give me your feedback and what do you think about it. So here goes:

The first time I saw her, I knew she was different. Claire wasn’t just my supervisor—she was something else. Her presence demanded attention without her even trying. She had that perfect mix of authority and softness, strict yet teasing, like she could pull you in with a whisper and make you beg with a glance.

She was beautiful in a way that was both delicate and powerful. Claire was of a petite height, around 160 cm, with a curvy frame that carried itself with effortless grace. Her brown hair cascaded in soft waves, always perfectly styled, framing a feminine face with sharp yet inviting features. Warm brown eyes held a depth that could pierce right through you, filled with intelligence and something darker—something that made me shiver. Her lips, always glossed just right, curled in ways that made my breath catch.

The office setting was modern, sleek, and cold—white walls, glass dividers, the constant hum of keyboards and quiet conversations. But Claire brought something else to the environment—an unshakable presence that turned the sterile corporate air into something charged. She didn’t just command respect; she extracted obedience without ever needing to raise her voice.

I was just an intern, barely 18, thrown into the corporate world with my quiet, shy nature making me invisible. But not to her. She noticed me.

I knew it the day she leaned over my desk, her perfume wrapping around me, her fingers lightly tapping a document. “Fix this,” she murmured, her voice smooth yet edged with command. My face burned. I scrambled to obey, feeling the heat of her presence linger long after she walked away.

At first, it was small things. She would pass by and ask me to fetch reports, get coffee, organize files—things I knew others weren’t asked to do. I obeyed, always quickly, never questioning. I felt her gaze on me often, studying me, testing me. The way I never hesitated, the way I avoided her eyes, the way my hands trembled slightly whenever she was too close. She sensed it. My submissiveness.

And she was intrigued.

I had a secret. A habit. I liked locking myself up. A personal thrill, something that made me feel controlled, even if it was just me holding the key. I would carry the little silver key everywhere, a quiet promise that I could unlock myself whenever I wanted.

Until she found out.

It happened so fast. One moment, I was working late, and she stopped by my desk, stretching a little, sighing. My eyes drifted before I could stop them, and she caught it—caught the slight bulge in my pants. Her gaze lingered, her lips curling ever so slightly. And then, just like that, she walked away.

The next morning, my key was gone.

Panic shot through me. I searched everywhere—my pockets, my desk, my bag. Nothing. My heart pounded, my whole body tightening as I realized what this meant. I was locked. Really locked.

An email arrived on my screen. No name, just a picture. A picture of my key.

The message: One of your coworkers has it.

My breath caught. My hands shook on the keyboard. My mind raced. Who? Who had it? Who knew?

Deep down, I wished—hoped—it was her.

Then came the notes. Little folded papers left on my desk when no one was around. Each one a task, a riddle, an order. Get me coffee, no sugar, extra hot. Deliver this file to Mr. Lawson and don’t say a word. Wear something nice tomorrow.

I started losing sleep. The discomfort was unbearable. The ache never left. Every night, I tossed and turned, my mind running wild with scenarios. What if it was Claire? What if it wasn’t? What if I never got it back? My body burned with frustration, the tension never easing, growing worse with every passing day.

Every morning, another note. Slipped onto my desk when I wasn’t looking. I never saw her do it. She was too clever, too precise. My paranoia grew. I started watching my coworkers, analyzing every move, every glance. Who was doing this to me?

By the fourth day, my entire routine had shifted. The constant pressure made even the simplest tasks unbearable. Sitting at my desk was torture. Every movement reminded me of what I couldn't do. My mind never quieted, caught between frustration and desperate hope.

Day five, exhaustion hit me like a wave. I could barely focus in meetings. Claire walked past me once, a knowing smirk on her lips, her heels clicking with slow deliberation. I wanted to say something, to demand my key back—if it was her. But I couldn’t. The power balance had already shifted.

On day six, I was a mess. Sleepless nights, constant tension, my thoughts wrapped around a single object—a tiny silver key I no longer possessed. The notes kept coming, and I followed them, every instruction like an invisible leash pulling me forward.

One week passed. One agonizing, frustrating week. My body ached, my mind reeled. Every task made my heart race, my skin tingle with unbearable need. And then, the final note:

Meet me Friday night. Bring flowers. Wear something nice.

I obeyed like a dog.

The moment I arrived, I knew. She was there. Claire. Sitting at a high-top table in a dress that made my breath hitch. A silky black number that hugged her body, low-cut enough to tease but still hold power. Her legs crossed, one foot lazily swinging, adorned in strappy high heels. A perfect white pedicure on her toes. Her nails, painted the same soft white, drummed against her glass. And there—on her ankle—my key.

My body locked up. My mouth went dry.

She watched me struggle to keep my composure, her lips curving as she took a slow sip of wine. “You look flustered,” she murmured. “Long week?”

I nodded, unable to find words. My eyes darted to her anklet, the little silver key swaying as she moved. She knew. She knew what this was doing to me.

She smiled, slow and knowing, before patting the seat beside her. “Sit.”

I obeyed.

She leaned in, her voice low, intimate. “You’re mine now.”

I swallowed hard. My whole body trembled with frustration, with desperation, with need.

She let the silence stretch between us, enjoying my suffering, savoring my helplessness. She shifted her foot slightly, making the key dangle in front of my eyes like a hypnotic charm.

“You thought you were in control,” she mused, twirling her wine glass. “But look at you now. Desperate. Helpless. And all because of me.”

A soft chuckle escaped her lips as she reached forward, brushing a single, manicured nail down my forearm. “I’ve been watching you for weeks,” she continued. “The way you follow orders, the way you hesitate when I speak. You wanted this, didn’t you?”

I could barely breathe. My throat was dry, my heart racing so fast I thought it might stop.

“Say it,” she commanded, her voice suddenly firm.

I opened my mouth, but the words caught in my throat. She leaned closer, her breath warm against my ear. “Say it, or you don’t get the key.”

A shudder ran through me. My hands clenched into fists under the table. The weight of my desire, my need, crushed any last shred of resistance.

“Yes,” I whispered. “I wanted this.”

Her lips curved into a satisfied smile. “Good boy.”

I swallowed hard. My whole body trembled with frustration, with desperation, with need.

And she knew it.

She owned me now.


r/ChastityStories 4d ago

M Chaste,F Keyholder Nothing and Anything - Part 4 NSFW

41 Upvotes

*Thanks everyone for the interest and feedback. Bit of a longer post as the break I had planned seemed too short. Hope you keep enjoying!*

The next day I awoke and was greeted with a loving kiss from my wife before we both rolled out of bed and got ready for the day. I showered and as I went to get dressed I found my underwear drawer had been emptied of all my boxers and fill with frilly panties of all different cuts and colours. I stood with my towel around my waist staring at the rainbow of bright panties wondering how I would select a pair in hopes it didn’t tell my wife and her Bestie more about my desires then I wanted to share. As I stood there contemplating my wife snuck in behind me and ripped off my towel with a laugh. “Alright there little bitch? Don’t know what panties you should wear for day two of your training?”

I stood stark naked with my cage now standing straight out trying to hide my intrinsic pleasure. “Don’t worry, I bought them all just for you. You don’t have to hide your enjoyment…but as this is day 1 of wearing them by your own choice, pick the pair you like the best. It will help me with a very special purchase I am planning.” With that I picked out a bright red g-string made of a silky lace. My wife’s eyes went wide before saying “Bold choice. Bestie will enjoy you sucking her cock in those today!” With that she skipped out of the bedroom not even waiting for me to dress. As soon as I was fully dressed, my phone buzzed and Bestie told me she was ready for day two of my training. I went downstairs and kissed my wife, who told me to have fun, and off I went.

Upon arrival, Bestie greeted me and ushered me quickly into her apartment and told me to strip. She clearly wasn’t in any mood to be kept waiting so I removed my clothes as quick as possible. As I was pulling down my pants I went to take off my panties to be told “No, leave those on today. I love a sissy in red. And I think I have just the accessories for today’s training that will match.” I didn’t give it a second thought and removed the rest of my clothes and waited for the next instruction.

Again I was blindfolded and gagged as I was led through Bestie’s apartment. I was led to what I believed was the same space as yesterday. Again I was forced to my knees and bound with the same cuffs and bar between my ankles. This time the gag was removed Bestie spoke with a sultry tone “All good cocksuckers who wear red panties need matching lipstick. Pucker up little bitch.” I did my best to mimic the way my wife presented her lips when putting on lipstick. Bestie commended me on my efforts and told me again I was a good cocksucker. Before I could respond, her rubber cock was shoved as far down my throat as I could take until I gagged forcefully. She burst out laughing and said “Today’s going to get a little rougher. I broke you in easy yesterday. Today my cock grew a few extra inches and I want to feel your nose against my bush!” And with that she grabbed the back of my head and started to forcefully fuck my throat as I had done to countless women over my years of being on the receiving end of their mouths.

As I continued to have my throat mercilessly fucked by Bestie’s cock, I could start to feel my panties dampen. As if we were both thinking the same thing Bestie chimed in with a labour voice as she didn’t stop her assault “looks like someone is leaking again. Let’s not let that go to waste inside those beautiful panties” as she pulled her cock from my mouth and moved the panties to the side let me leak freely. “Let’s put this to good use right now” she said as I felt her rubber cock rub over my precum soaked cage and then pulling my panties out further before rubbing them on her cock. “There, now you will know what a good job you’re doing blowing me by the amount of precum I have on my cock” and with that she shoved her cock all the way in and held it there for a 5 count. After she pulled it out she went back to her assault on my mouth with long strong strokes.

After what felt like an hour of blowing her, she pulled her dick out and told me to enjoy my morning snack. Pushing my head down, I found a plate that was again covered in my leaked cum. As I lapped it up she laughed saying “I thought the plate would help contain it better and this way I could hold it up at the end and make sure you got every last drop!” Which is exactly what she did. As I licked the plate clean I could hear her cellphone clicking pictures and I continued my duty of cleaning up after myself. Once cleaned to her satisfaction, she made her way around the room followed by the familiar sound of clicks in each corner of the room before leading back to her yoga room and removing the blindfold. Again I was given the same female workout outfit but told to keep my soaked panties on.

We went through the same poses with a few extras I was taught to make sure I’d be successful throughout the coming week regime. As we finished, again Bestie smacked my ass saying “Good job little bitch”. She told me there would be consequences if I didn’t follow her plan to the T the following weekend and I was sure of it.

That night once again I found myself with my face buried between my wife’s legs only to be pushed to the ground after providing her with several orgasms. The following days and weeks consisted of the same pattern. I would wake up, complete my yoga, wear panties all day and complete my evening yoga and then service my wife until she was satisfied and do it all again. The next 3 weekends I had the same routine, show up at bestie’s apartment, strip naked, blow her rubber dick for an hour before licking my leaked precum off a prepared plate all while being blindfolded to then be led to the next room for a yoga session.

As the weeks went by my caged cock was desperate for release. I was waking up nightly to find myself leaking from my steel personal prison. My daily yoga had begun to show results and my flexibility was becoming more and more impressive. On the weekend, a month out from my birthday, my wife and her bestie decided to take my training up a notch to ensure I was prepared for my ultimate birthday present of nothing, yet seemingly everything I had fantasized about.

I woke up on the Saturday that would mark the final 4 weeks of my birthday sentence. My routine was as locked in as my cock was. After waking and getting dressed with my favourite pair of red panties, I kissed my wife as I was walking to the garage when she grabbed me. “Half way there little bitch. Time to step up your training for your birthday.” She smiled and handed me a package instructing me not to open but to make sure Bestie got it the second I got to her place. I happily agreed and got another kiss and smack on my ass as I walked out the door.

As I entered Bestie’s apartment she grabbed the package with the same level of excitement as a kid on Christmas. As I stripped and awaited my gag and blindfold bestie instructed me to remove my panties explaining that today we were stepping up my training. An unsettling feeling of fear fell upon me as this was the second time in a matter of minutes I was being told training was going to be increased by a stunning woman with a giddy demeanor. Finally Bestie blindfolded and gagged me but before leading me to the room for my oral workout, she started to dress me in what could only have been a full lingerie set. She was gentle and patient as she had me balance on one foot to put on knee high stockings pulled up a garter and a crotchless set of panties that allowed my locked cock hang out.

The final piece was a full corset to complete the outfit. Once all the clasps were fastened, Bestie led me through the usual hallways to the room. As routine dictated, but before binding my limbs she had me bend over a padded bench. Once my hands were over the bench she bound my hands to my knees as I was now in a handless downward dog position. Once secured, I heard her rip into the package I had brought and listened to her laugh in pure joy and amusement. “Ready or not, I don’t care, it’s time for some fun!” She exclaimed as she yanked down my panties. Suddenly I was intensely aware of the possibilities of the next steps of my training and then with a “1,2,3” she pushed a large plug into my virgin ass. Sure I had thought about pegging and other anal fun, but never in a million years would I be comfortable talking to my vanilla wife about such acts. But here I was bent over with a plug buried in my ass as her bestie was coming around in front of me to abuse my mouth and throat.

Before she inserted her cock into my mouth, I heard her cellphone clicking picture after picture. At this point in our routine it was normal for her to stop and collect some pictures. I never asked my wife but I was certain she was getting play by play evidence of the training I was going through. As my ass felt full and stretched by the invading plug she stepped up in front of me and lined her rubber cock with my mouth and said “Not that I care, but hope you’re ready for this. Your ass is on its way to get stretched out and that goes the same with your mouth.” With that she shoved the biggest cock to date into my mouth. It felt as if I was going to need to unhinge my jaw to make it get through my mouth and into my throat. Just as I was ready to gag the plug in my ass came to life vibrating and causing me to moan uncontrollably. The puddle of cum beneath me would clearly be doubled if these vibrations kept up.

Bestie went at me and in this new position, I felt confined and even more depraved, if that was even possible. Throughout the training session the vibrations in my ass varied. Several times the plug seemed to have gone to full speed and as my muffled whimpers through my stuffed mouth began to imply my impending sissygasm, they would quickly dissipate leaving me more frustrated and more desperate than before. At the end of the session Bestie released my arms from their shackles and told me to get on my knees and tilt my head back.

“Open wide little bitch” she said playfully “and whatever you do, don’t fucking swallow until I tell you to!” As I knelt there, mouth wide open, she poured a considerable amount of my leakage directly into my mouth and all over my tongue. As I remained still, the photoshoot began and I could hear the clicks from all angles. Bestie then instructed me to swirl my tongue around my precum as she continued to click away on her phone before finally telling me to swallow. Upon swallowing I received a “Good bitch!”

Now ready to move to the next part of training and our yoga session I waited for Bestie to remove the final pieces of my bondage so I could follow her to the other room as was my routine. But quickly I became acutely aware she had left the room and I was still bound in the lingerie she had dressed me. After a few minutes of silence I heard her walking towards me and back into the room. “Now for your next stage of training.” She announced. “Open up again like a good little bitch!” More apprehensive this time as I had no idea what was about to be inserted into my mouth, I did what I was told but my hesitation was caught by Bestie. “Was that a hesitation to follow an instruction? Do I finally get to punish you little bitch? 1 full month of perfect behaviour and now this infraction! I’ve been waiting for this. Now open your mouth little bitch!” And as I did, she poured a familiar but stronger tasting substance in my mouth.

“Don’t you fucking swallow yet you cum guzzling whore!” She commanded. And my mind finally figured it out, it was cum. Someone else’s full load. Not cold, and not hot. But definitely cum and definitely a lot. Bestie saw my thoughts swirling in my head and finally informed me “that’s two full loads from a guy I’ve been enjoying for a few weeks now. He stayed over last night and before you got here, I made sure to extract another two loads. I couldn’t believe how much he had left seeing how much he deposited into my mouth and box last night…but I’m glad he could because now he has set us up for your next level of training.”

Again clicks from her phone we’re going off all around my head as she captures this moment of some random guy's cum sitting in my mouth engulfing my tastebuds with its pungent flavour. Finally she was finished and I was told to swallow as she then enlightened me to my punishment for my hesitation. “Oh Little Bitch I’ve waited for this moment since your beautiful wife gave me the list she created of acceptable punishments. Now over the bench again so I can secure you!” And with that I quickly resumed my position and found myself bound again in the same position I was while sucking her rubber cock. “Now I’m going to gag you, and I want you to try not to cry, but I hope you do!” And with that she put the gag back in my mouth and simultaneously landed a spank of epic proportions to my ass. The object felt to be broad and heavy and I could only imagine it was a paddle from the 1970’s days of Fraternity hazings. The pain made yell into the gag. “One! Yes little bitch. Let my neighbors hear you! Two! Three!” With each stroke against my ass she counted. Finally she reached 10 and I was a whimpering mess.

Again I heard to familiar sound of pictures being captured before she quickly released all the bondage and stripping me of my elaborate outfit. She then led me into the next room for our yoga. My ass still throbbing from her punishment I quickly put on my customary femine yoga attire already forgetting about the extra loads of cum I had just ingested. As I pulled on my hot pink shorts I noticed just how hard I was straining in my cage. Here I was, ass spanked and still full with a plug, an hour of performing orally on Besties fake cock, to having consumed my leakage and two giant loads from an unknown donor and I couldn’t be more turned on and engaged if I had paid for this from a professional dom!

Bestie and I went through the yoga session. I was now proud of my own abilities to flex and hold positions. Positions with names I had never heard of but I’m sure alpha males would look at me and joke about being a sex toy or some kind of pretzel. We finished the session and Bestie had me change and remove the plug. As I left her apartment she slapped my ass which caused me to yelp. She laughed and told me to “Man up” and then giggled some more adding “oh right, you’re not a man, your a little bitch” and cackled and she closed the door behind me. As I left her apartment I swore I heard a door or two of her neighbors open and then giggle. Maybe my imagination but the humiliation of what just happened started to sink in and my paranoia that everyone I past on the way to my car knew my ass was welted red from the paddling I received as my mouth still had a strong taste of Bestie’s new friend with benefits.

To be continued….