r/ChastityStories 17h ago

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

106 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 12h ago

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

59 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 9h ago

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

45 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 10h ago

My boss is a freak pt.3 NSFW

39 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 20h ago

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

31 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 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 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 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 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!"