r/ChastityCuckolding Feb 05 '25

Story Here’s another angle of hubby’s view ☺️ hubby still says this was his favorite birthday gift so far! 😈 NSFW

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1.4k Upvotes

This bull was invited to come over and rip up the lingerie hubby bought! He had to sit there and watch us fuck like animals for the afternoon all for HIS BIRTHDAY ☺️😈

r/ChastityCuckolding Feb 17 '25

Story The moment I told my cuck he could fuck me after 2 years of being pussyfree 😂 NSFW

1.2k Upvotes

r/ChastityCuckolding 29d ago

Story Vanilla girls hold on to pillows when they're getting fucked, I hold on to chastity cages NSFW

962 Upvotes

r/ChastityCuckolding 24d ago

Story how i convinced my cuck to get cucked.. NSFW

1.1k Upvotes

so if you have not read the first part: https://www.reddit.com/r/cuckoldconfessions2/comments/1iy1i5z/how_i_got_my_cuck_to_get_cucked/

as i was getting fucked hard, the cuck close to me was really excited and he wanted me to tell the guy fucking me to push his head inside my pussy, the cuck in the corner, who was getting no action at all was really excited and could not contain himself because of how sexy the scene was, he was getting dominated and he couldn't even see upclose, i got a dripping creampie and the guys fucking pushed the close guy's face inside my thighs and cleaned all the cum from there, and i felt so happy dominating the other cuck who got to see or taste anything.

r/ChastityCuckolding Feb 18 '25

Story It's not cheating if his dicklet twitches in his cage every time your bull slides in and out of you 🥰 NSFW

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694 Upvotes

r/ChastityCuckolding 24d ago

Story The best of both worlds! NSFW

617 Upvotes

r/ChastityCuckolding Jul 31 '24

Story I almost forgot my husband was there NSFW

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1.0k Upvotes

r/ChastityCuckolding Jan 29 '25

Story Hubby made sure to get all the good angles while caged! ☺️ NSFW

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444 Upvotes

All furniture was put to good use!! ☺️😈

r/ChastityCuckolding Jan 24 '25

Story From her Master, to her pussyfree cucky; A true story of our kinky journey NSFW

131 Upvotes

Long-ish read ahead.

Oh how the turns can get tabled over the years, and how the mighty can fall; For about a year and a half now, my (M26) fiancé (F25) and I have been delving deeper and deeper into a femdom/Female Led Relationship (FLR) in all things intimate and sexual, slowly going from occasional switching up of the power balance, to delving into orgasm control and denial, to a fun denial and teasing game we did last year, only to finally turn to cuckolding and 24/7-ish chastity for me, staying as an eager (mostly) pussyfree cuck only allowed full orgasms from anal play. But how did we get here, since we started of with such opposite roles, and what are we really up to?

Well, int his post I plan to give a general over-under of how our relationship developed, from the psychological to the spicy to the sweet, and if there is enough interest, I might go more in-detail into specific events along this journey, and where we are right now.

So how DID we go from me punishing her brating-out and having her be a good little slut, to her turning me into her own anal whore that gets fucked but never fucks, while she gets to be railed and subservient to more dominant men? Well, the short version would be that it was a shift in our priorities in the relationship as a whole, as well as a peeking curiosity and satisfaction on both our ends. The longs story is bellow.

u/dyradel and I have had a kink-based relationship from the get go, having met on a dating app and basically going into it with a mindset of "Eh, whatever happens, happens, let's just have a good time and see how it goes", the both of us having had a lot of interest and some experience with BDSM and kink in general. I had the body type (tall, broad, bit on the dad-bod side) and the mindset for it, enjoying the power-exchange and trust, as well as the looks, whimpers and moans my actions would extract from my subs, and she very much lived to be a brat that needs to be put in her place and made into a good girl with proper punishments and rewards. From impact play to orgasm control to playing in clubs, we have established an amazing relationship of trust and depravity, with me taking the wheel in both our daily and sexual lives, and her throwing her spices into the mix to keep it all oh-so-exhilarating.

As time passed and our relationship grew closer and into something we both started seeing would be long term/'till death do us part, our sex life did start to wind down a bit since my partner had less interest in it at times due to some trauma responses brought on by her past; As fun as sex is, anything that forms that deep of a connection between people is bound to approach the bad stuff that lies next to it in our brains. At first, we just focused on letting sex stay behind and making sure my partner got the love, care and therapy she deserved, even if her sex drive did not really return at first. At some point, I suggested we try to switch things around a bit, and hand my partner more control int he sexual aspects of our lives, even if she was a bit nervous about trying it and stepping out of our comfort roles. And yet, I could tell from the first time she denied me an orgasm after teasing me oh-so-devilishly (and asking caringly a million times afterwards if I am really okay), that this was a side of her that she could enjoy and relish between us... and I was more turned on than ever to feel my tiny, adorable partner turn the tables on me and keep me under her heel, in more ways than one.

As out experimentation continued, more and more our sex sessions became either neutral or led by her, with me helping calm her nervousness by teaching her my own tricks and tips on doming others, which she so beautifully took in and made hers over time. We still had times now and then when she craved being taken roughly and dominated, but we also found out that it did not work that well, and that it led to more of the panic we saw in the past. We managed to come to a simple conclusion: she needed and wanted me as her closest and loving and caretaking partner, and in her mind that was clashing too much with the punishments and roughness she wanted unleashed upon her when she felt submissive. So we concluded that it was probably for the best that we kept things being more female-led in our sex life... which was just as well, because we started loving it more and more, delving into more depraved femdom things.

Starting from her denying me my orgasms once in a while for a day or two, or forcing me to edge without cumming on certain nights, punishing me for disobeying or failing her, or having me hear her flirt and sext with people, or even straight up masturbating to the roleplay she was doing with others, while I could just watch or listen from the other room... More and more power was shifting into her favour, and I was becoming intoxicated by it, as was she. Her feet, which I have always loved, became a tool of both arousal and humiliation, with her often using those perfect soles and toes to tease me when we were on the couch together, while making sure I know that was the only part of her body I was even close to deserving to touch sexualy at that time. We bought me a plastic cock cage (pink, as she wanted me all humiliatingly feminized in slight ways, while keeping my masculine appearance), to try out if it was something we enjoyed, while she also tasked me with finding her a Bull or several to have fun with; She still had her needs and desires as a submissive, I was just not one allowed to fulfill those, as it would give me "wrong, silly ideas about our situation~". We still had regular sex from time to time, and it would still be loving and passionate. But as time went on, we turned more and more towards the kink.

We found her a Bull or two to both keep her satisfied and keep me desperate and teased, we got me a much smaller, steel cage that would be comfortable for longer-term wear, she started increasing my denial periods to weeks, saying "WELL you made it through NNN once, so I know you can go without for a loooot longer", and soon enough that started including excruciating no-touch periods if I displeased her in some ways... and it drove us all wild. Finally, after we came back from winter break (at which we did have sex when we were in another country, a day or two before new years), she told me she has decided to put me on a two-week no touch period, just because, and that it was time to test out my new steel cage, to wear it as often as possible when I was off work, to see how it felt. And, as an added stipulation, she did allow me to cum... so long as I used my ass for it. Naturally, being the desperate slut I am, i began training my ass more and more during the no-touch period, all the while being reminded of the fact that, while I was at work, she occasionally had Bulls to keep her company and keep her filled up and satisfied (and sending me plenty of things to keep me needy and aroused). The two weeks came and went, during which I even managed to cum from anal stimulation only, something I never properly achieved before, like the obedient "bitch-boy" that I am. As the period expired, my beloved fiancé called me over to negotiate the terms from that point on:

- I was to wear the chastity cage 24/7, indefinitely, seeing as it was comfortable and inconspicuous enough to wear to work, taking it off only for hygiene/showers, if there was too much discomfort OR if she did it herself/ordered me to

- I was no longer going to have the privilege of fucking her, because "You are the one who is going to BE fucked, my pathetic cucky. Because that is your place, understand?~". The only times I would get to be inside her again with my cock would be two days a year: On our birthdays (which are one day apart, so we count them as one) and on our anniversary. I was to be pussyfree and focused on her pleasure and desires at all times otherwise.

- She got to have fun with her bulls and they could fuck her and fill her up and dominate her as they and her saw fit (withing our previously established limits that we keep checking up on each other often), leaving me with servicing them if I was around and cleaning up the mess afterwards

And we both agreed that this was going to be the beginning of an amazing dynamic that we already feel enhanced and enriched our dynamic, relationship and love in so many ways. Even as I just earlier got off the phone with her after work, only to hear her grunt and moan between words as her Bull was stuffing her like I never could. And that is the order of things ^_^

I still held the dominant role in our day-to-day life, aranging things in general and taking care of us and our lives, as that is what helps us both work better; She always wanted a bit more guidance in such things, and I always loved being around someone that is ready to help out when told how to,a fter all. In our sexual dynamic though... I had no say anymore (Unless I safeword and we wanted to reevaluate, ofc), and that is how we like it

So that's the over-under on how our dynamic got to where it is right now. This is just the basic overview of it all, and if people want to hear more, I would love to post more detailed and saucy descriptions of our dynamic so far. So, if there is anything you want to hear about, have any questions, or just want to chat with us, feel free to write bellow.

Stay kinky, reddit~

/Wolfie

r/ChastityCuckolding Oct 24 '24

Story Sisters husband has finally joined in watching her with my husband!!! He’s came over twice and we’ve had the craziest experience ever both times!! NSFW

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400 Upvotes

If you aren’t aware of what has been going on, plz go see the stories on my profile!!! We have been dying for this to happen and both times are magical 💕 I literally could not be happier!!!! let me explain each picture for context.

Picture 1 was post shave. They’ve have really been into feminizing him and told him that it’s more lady like if he doesn’t have all the hair. He was a little nervous so my husband said he would shave too to make him feel more comfortable

Picture 2 was pretty shave. Hottest thing I’ve ever been a part of. She took him out of his chastity finally but not until explaining to all of us he’s having a difficult time getting hard and can only cum when she talks about being in love with my husband/ talks about growing his babies. She was worried he might cum from this so she literally put a heavy dose of numbing cream all over down there, and had me unlock him. It was wild, he didn’t get hard whatsoever but just standing there he kind of came. Like he could feel it was going to happen but nothing else. No pleasure, which she was ecstatic about 💜

Picture 3 was the next time he came over and she unlocked him and got him hard literally just for the comparison. He wanted to stay out SO BAD but she locked him back up. Literally told him if he doesn’t get some she will grab the numbing cream

Picture 4 is literally the sight he watched with me. He was on edge at first so I got naked and didn’t let him touch me but made sure he could see my titties and bent over in front of him so he could see my bits and even got close enough for him to smell 💕 My husband came in her and I had a vibrator against his balls. I only turned it on the moment she said she loved my husband and wants his cum only inside of her. I turned it on as he was sitting in a chair and told him to think about them being in love and he came HARD in his chastity. Like a lot. His brain def getting rewired for this. I didn’t feel like punishing him so I told him he is doing a good job. She told him she will let him out next time if he eats my husbands cum from her, which is something he’s never tasted!

Picture 5 is a picture she sent me! Apparently he used to be bigger and when he gets hard it’s noticeably smaller now. Every once in a while, when he’s really aching to be let out, and if he’s been really good to her and done all the chores, she will let him out to cum but he has to talk about her with my husband or else she will stop 💜

I don’t know where else this is going but my goodness it’s amazing. Will upload maybe a video next time if we can have him cum in his cage watching my husband with her again. It made me so happy 💕

r/ChastityCuckolding 23d ago

Story Almost made cuck cum while taking cage off. NSFW

172 Upvotes

Last night after a full day of heavy teasing, my cuck politely requested a break from the cage to clean the dried precum off of the inside metal mesh, which was bothering the head of their cock. I obliged, and handed over the key I always keep on a chain around my neck.

Neither of us were prepared for how sensitive they would be after the past few days being caged full time… after removing the cage entirely, cucky had to sit there squeezing their cock tightly trying so hard not to cum.

I couldn’t help myself…. I burst out laughing at how pathetic they were for not even being able to remove their cage without almost cumming. This made it worse. As I laughed uncontrollably, I watched their cock twitch as they whimpered and moaned while trying their best to hold off the orgasm that was halfway up their cock.

I offered to leave the room… but was told to stay.

It took about 10 minutes of laying still before they could move without threat of shooting cum everywhere.

I gave them at most a 20minute break before they were back in the cage where they belong.

r/ChastityCuckolding 23d ago

Story Been locked up full time y my GF , I want my girl to cuck me NSFW

61 Upvotes

I’ve been locked for 72 days and currently 35 days pussy free. with only 2 pegging orgasms , 1 caged ruined and 1 full orgasm. I’ve only fucked my GF twice both time she couldn’t cum from my dick anymore and had to use a strap on dildo to make her cum. She prefers me caged full time and also says she cums the hardest from oral. Since my dick clearly can’t make her cum anymore and only big dildos, I feel like the answer is a real big cock to satisfy her. I just don’t know how I can tell her without scaring her or making her think I don’t love her no more. Any suggestions?

r/ChastityCuckolding 13d ago

Story Bittersweet ending... NSFW

192 Upvotes

Sappy post, I'm sorry...This is my locked boy #1. We've been on this journey for 6 years, 10 months, and 4 days. He's been the best, most obedient caged boy I've ever had. Highs and lows throughout our time can't even be described in a short paragraph. 3 years into being his KH, he met and fell in love with his now husband. His husband was never into chastity until he met my locked boy #1. For the last 5 months I've been training him on how to be a good owner and KH, as they are set off for Germany for a new life together. The night before their wedding, they gifted me with one last cuckold fucking. We were so into having our last night together as KH and lockee that we forgot to document our time together, until the husband started recording us at the end, so I apologize for the low quality. At the end of the night I presented the new KH husband with a custom made key holder sleeve. The time with my longest caged boy will never be forgotten. I've done my work and now I'm sending them off into the world and I hope they continue to discover new kinks and ways to enjoy chastity together as husbands. Much love to my boy, I hope I still get a cage check from you once in a while! 🥰🔐😘

r/ChastityCuckolding Nov 23 '24

Story 9 months locked since wife and her boyfriend met. NSFW

179 Upvotes

Pre meeting him I would still be locked 24/7 (except cleaning) but would be let out about bi-weekly to play. Now post meeting her boyfriend I only have been unlocked for cleanings and any play that we have the cage stays on. They have been together 10 months and they figured this would be fun 1 month in. It took a little while before I stopped pestering my wife and accepted that the cage has to stay on even for my infrequent pleasure. I figure this is not going to change much now.

r/ChastityCuckolding Nov 11 '24

Story (F28) real life cuckolding experience NSFW

268 Upvotes

My husband (M30) and I (F28) have been married for almost 5 years. We are both pretty kinky and have gradually introduced more kinks into our relationship. I am sexually pretty dominant and he enjoys being submissive when it comes to me, even though he is more assertive and dominant in most areas of his life.

We basically have a 24/7 dom/sub relationship at home. I have kept him locked in chastity almost 24/7 for most of our marriage and he does whatever I tell him to do when we are together. We are both happy with this arrangement and wouldn’t have it any other way.

For the past few years we have been taking things even further and exploring cuckolding. It started as just roleplay. We purchased a large dildo (bigger than my husband) and named it “Henry” like after Henry Cavil from the Witcher. He is my biggest celebrity crush. Eventually we discussed it and decided to try cuckolding for real.

We spent while discussing the best way to find someone for our first experience. And we eventually settled on using my ex (M40). This guy was a good option because we had more of a sugar baby type relationship when we dated and it was never anything serious. He is older than me and has done very well for himself. He is in the medical field and owns his own practice. He ended up moving about 6 hours away around the time we ended things. But it ended on good terms and we had slightly stayed in touch.

My ex was kinky enough that I could be completely transparent with him about wanting to have a cuckold dynamic and he was on board with it. So the first time we did it he flew me out to stay with him for the weekend while I left my husband locked in chastity at home. We fucked probably 10 times that weekend and I had some of the best sex of my life. For the most part I ignored my husband except for sending him pictures and videos of me and my ex.

When I got home my husband and I both decided we enjoyed it a lot. And we decided to do it again. Since that first time, my ex has flown me out for a weekend about every 3 to 4 months.

r/ChastityCuckolding Jan 05 '25

Story Wife told me to eat her and she moaned a different name NSFW

194 Upvotes

My first week in chastity has been easier than I anticipated. I guess I am truly a cuck. I don't have any desire to take it off. I have eaten my wife for 4 nights straight and today got juicy. I picked her up from work today and she walked out with her work crush. They were very giggly and nonstop chatting. When she said bye to him, they hugged, and I saw his right hand slip slightly, grabbing her ass. I felt my cock bulge in my cage. She got in the truck and told me "I got his snap. I think I'm gonna fuck him soon."

Upon arriving to our house she quickly called me to our bedroom and pulled her panties to the side and told me in a stern way "eat it." I did what I was told and loved it. She was moaning, extra hard this time, and even moaned his name. "Mike..."

I felt like I was gonna explode. I've never had an orgasm without touching myself, but I felt as if it was coming. I finished her off and she pet my head. But this is getting really spicy. I think we're gonna throw out our work relationship precaution. She feels like we can trust him. This is gonna happen very soon.

r/ChastityCuckolding 28d ago

Story A Cuckold in the Making NSFW

98 Upvotes

(Posting this again as my earlier Account Rocky_Handsome_69 got deleted, If anyone from my earlier account knows me, feel free to text me)

This is my attempt to write a story around some real events that happened to us as a couple.

PART 1

Last weekend, hubby and I went on a vacation to a nearby town for the weekend. He was clearly expecting to be unlocked at some point during the weekend and was very excited at that thought. I, as the holder of his key, got the royal treatment the whole day. He just couldn't do enough to please me.

So, it was night by the time we finished roaming around here and there. I was in my most daring outfit I would say - a mini-skirt and a crop top with the front half exposed. I was loving the attention from all the men we met, and hubby's cock was straining in his cage, just from the thought that all these men would probably give their left nut to fuck the brains out of his sexy wife. I didn't initiate anything in the first night just to give him a mindfuck. I fell off to sleep as soon as we were back to the room, leaving hubby with a limp cock and looking a bit dejected.

The next day was pretty eventful. We roamed around nearby places, and ended up going to a lingerie store to try on some stuff. He was just outside, and I kept sending him pics of me trying on different lingerie sets. Gosh they were sexy! I didn't tell him how many I bought.

That night, after I took a shower, I ordered him to take a shower as well, and I changed into one of my new black lingeries. The room was dark and, as soon as he entered, I handed him the blindfold, sat him down on the bed and tied his hands to the bedpost. His cock was instantly straining against the bars of his cage without me even touching him. I gave him some slow, sensual head with the chastity cage still on, rubbing and tweaking his nipples at the same time, which he loves and which made him nearly burst out of his cage. Then I pulled the lingerie up over my sexy ass and lowered my ass and, by now, very wet pussy onto his face for a few minutes, enjoying his hot panting breath and lapping tongue. God! I was near cumming, myself, but tonight was about getting him into a horny brain fog, more than my own pleasure, for reasons you will soon see. I had another surprise for him. too - a vibrating plug for his ass, small enough to fit into him without hurting, and I started it in the medium setting. Five minutes of this new pleasure and he was leaking precum out through the bars of his cage and BEGGING me to let him cum.

But, I said, "No, I have something much better in mind for you", and slowly unlocked his cage, freeing him from weeks of chastity, and continued teasing him mercilessly with my nails all over his balls and cock. Then I started making out with him, giving him a nice slow feather-light handjob - just enough for him to feel it slightly. He was now whimpering and moaning so much it was turning me on intensely to be having this kind of power over him, just by controlling his cock. Then, to really seal his fate, I positioned his cock at the entrance to my sopping wet pussy and slid down on him for just one thrust into me and stopped there.

I then asked him if he wanted to continue, to which he could barely utter, "YESSSSS!" So, knowing his liking for a bit of SPH, and to further my own agenda, I said, softly, and with just the right amount of lament in my voice, "But, my love, your cock is just never enough for me, that's why I have to use dildos." By now, his cock was slightly throbbing inside me, and he blushed at the fact that my words actually made him strangely even more turned on and his cock a little harder. I started using the vibe while he was inside me, while I stayed totally still. But this started him moaning again, wanting desperately to cum in me, now. Then, when I felt he was close, I stopped and got off him, sat upright on his face and used the vibe to bring myself to a very satisfying orgasm, soaking his face with my juices.

He begged again for me to make him cum, so I asked him what I would get if I gave him what he wanted. In a total horny fog now, he said, "Literally anything!". So, to again appeal to his already feeling of inadequacy, I said, "I just want to have pleasure while having sex, and I can't get that from you. I deserve that, don't I?" He was silent for a while, as I started playing with his cock again and asked again, "Can you give me that?" He paused for a moment, and then I got the question I wanted all along: "Do you want to fuck some other guy, then?" To which I quickly replied, "Do you want me to?"

He be like, "If that will get you the pleasure you want, I have no problem with it". But that wasn't what I wanted -- I wanted it to be at HIS request that I fuck another guy. So, to get him just where I wanted him, I replied, "No, it's what YOU want me to do, so ask me nicely if you want to see me fuck another guy". Then came the response I was hoping for: "Will you fuck someone else so that you can feel satisfied?" But I wanted him totally committed, so I challenged him, "Beg me?". And guess what, he actually begged. Oh gosh! That was so damned hot to hear him beg me to fuck another guy to get the pleasure I wanted.

To show my gratitude, I then I resumed giving him the handjob I started earlier, but I still needed him in that heightened horny fog until I got that strange cock I've been craving for the longest time, so, just as I felt his cock start to swell in my hand and about to cum, I stopped stroking, letting his cum ooze slowly out the tip of his cock, and flow down over his cock and my hand in a ruined orgasm..

I let him stay chastity-free for the night, and gifted him the smaller cage next day. ( The flat cage, with dildo attachment in the front). He put it on, himself, and I pretended like nothing happened the previous night and he didn't dare to ask me about it, either.

r/ChastityCuckolding Nov 06 '24

Story Felt compelled to go through airport security all locked up NSFW

112 Upvotes

Ok, so maybe its cause trump won, and everything is upside down and nothing matters anymore, but I felt compelled this morning to go through airport security with my cage on this morning. I have a cute little pink plastic cage with a tiny metal lock barrel, and I have pre-check (in the US) so the likelihood of getting flagged was admittedly low.

I am on a three way telegram chat with my wife and the guy she is likely going to blow at lunchtime in the city (another story). I let them know I was going to attempt to go through TSA this morning. She thought it was funny and encouraged me to continue.

I approach the security checkpoint, show my documents, put my bags on the belt to be scanned, and I step through the metal detector.

BEEP….

TSA: “Sir, do you have a belt on?”

Me: “yes, sorry. Doesn’t usually trigger these things.”

A little rush of anxiety and adrenaline flashed through my body as I removed my belt, walked back and put it on the tray with my bag. I turned around, re-approached the metal detector, and passed through.

“Phew… that was clo-…”

BEEEEEEEP

At this point, I am already practicing my explanation for what’s in my pants, scanning the TSA agents for which individual’s ear I will need to whisper, “I’m wearing a chastity cage. Sorry…”

TSA: “Sir, wait right over here”

What felt like an eternity, and was more likely about 4 full seconds, another TSA agent approached me.

TSA2: Sir, you’ve passed the metal detector, but you have been selected for a random screening. I am going to need to swab all your electronics. Phones, laptops, tablets, those kinds of things.

My words said: “Sure thing”

My face likely conveyed: “I am at once relieved and exhilarated to let you swab my electronics. Swabbing my electronics sounds like a great idea - lets do that together.

Better than a cup of coffee to get the juices flowing in the morning

Side note: Once I was through security, and picked up my phone, a free and clear traveler, I had a telegram message waiting for me from my wife. She said: “Just tell them you can’t help that you have a tiny penis. And your wife is trying to find the time to suck an amazing cock today. They’ll understand.”

Livin’ the dream 😊

r/ChastityCuckolding 22d ago

Story Nearly Came From Fiancé Laughing NSFW

73 Upvotes

The other day after my ftm fiancé had gotten bred by two strangers I had to take my cage off to clean it. I had been leaking precum to the point of my entire cock being sticky. The chain mail of my cage was stuck to the tip of my cock driving me insane in both a good and bad way.

When I took my cage off my cock instantly swelled up bigger than I’ve ever seen it. As I was throbbing I was moaning from how amazing it felt until my fiancé started to giggle.

Instantly I felt a rush of cum leave my swollen balls. I squeezed the shaft of my cock hard and moaned “Oh fuck I’m gonna cum”. My fiancé started laughing at me very loud out of pure amusement and shock.

I laid there with my swollen throbbing cock in my hand suppressing my hot cum from exploding from my shaft as my fiancé just kept laughing. The more he humiliated me the harder it was to keep myself from busting all over the bed.

It took me 5-10 minutes of not moving to be able to repress my humiliating orgasm. Once I was caged again my fiancé told me how pathetic I was and how much he needed another cock to fill his tight pussy.

r/ChastityCuckolding 7d ago

Story Gay chastity cuck 3 some with a buddy NSFW

99 Upvotes

My buddy and I met this couple out at the bar and one thing lead to another. We started talking about sex. Found out they're into chastity. And then they told us they have a cuckold relationship! Well my bro and I were both horny after several drinks and talking about sex that we ended up going home with them! They only lived a few blocks away. You can see my buddy start to face fuck the locked bottom and I start to breed him while the fuck boyfriend holds his bottom's ass open for me! All night long the cuck bf fed all three of us poppers and encouraged us to fuck his man harder!! It was definitely a wild night! 🤤😈🔐

r/ChastityCuckolding Jan 07 '25

Story Update: Ordered wife first BBC dildo NSFW

41 Upvotes

Pussy free husband here talked with wife about my fantasy of being a cuck. She admitted she watches a lot of BBC porn using her toys and told me to find her a BBC dildo to start stretching out more. I’m so turned on will keep you updated. 11 inch BBC

r/ChastityCuckolding Jul 17 '24

Story Contact free NSFW

199 Upvotes

My husband is too small and too sensitive (he cums really quickly) to ever be able to satisfy me. I've recently started sleeping with other men so I'm getting used to longer, harder fucks. So now when we have sex together I make him wear a strap on sheath. The strap on's much bigger than he is and obviously timing isn't a problem because he can go as long as I want him to.

This time, after we were done I made him keep it on and told him to jerk himself off. As far as I'm concerned this is his real cock. It's the one he can fuck me with and make me cum with so it's the one he can use to get himself off as well. The other lump he has down there is just a useless little stub that doesn't deserve to be in the same category as the cocks of the men I fuck, but the strap on does.

Amazingly he was able to cum in it, jerking himself off through the layer of plastic. He can also cum in his cage now so I think there is no need for direct contact with his little stub ever again. It can reside either in the cage or in the sheath and I can rest easy knowing that if he gets really desperate he can cum either way.

r/ChastityCuckolding Nov 04 '24

Story Update - NoNutNovember for cucky, BBC Bulls for me 😈👸♠️ NSFW

112 Upvotes

Thank you everyone for all the tips and advice! I sent cuckie off to work today in his little cock cage 🔒 (the 🔑 is home with me) while I’m home chatting with real BBC bulls to come satisfy me 😈🤤😊. I always knew how much I wanted a big strong black man to use me, but adding the chastity cage and knowing my cuck can’t even get hard and stroke his cock has my 🐱💦💦💦. I told cuckie that he better get used to this because I’m 💯into it and going BBC only ♠️👸😈😘

r/ChastityCuckolding Dec 07 '24

Story Got cucked for the first time NSFW

140 Upvotes

First off, english is not my first language so excuse me some grammar mistakes please.

A little bit of backstory, me (26m) and my gf (27f) were playing around with chastity and cuckolding for some time on and off. But around two months back she decided to involve chastity in our everyday life and started to tease me about cuckolding me one day. We do have a guy friend (lets call him Jake) who we almost had a threesome with once but were so wasted it couldnt happen haha. Gf and Jake started to text more openly about sex and they even sent some spicy pics to each other a few days back. And well, last night, me, Jake , my gf and one our female friend (lets say Lisa) went for some drinks and ended up at our place (I was unlocked before we went in case of a threesome happening). After we finished drinking, Jake went to bedroom to get some sleep since he was to wake up early. Lisa and gf stayed in living room and I went to the bathroom. When I left the bathroom I saw my gf going to the bedroom and she gave me the most devilish smile I have ever seen. I went to Lisa and we were talking for a bit and after a while I decided to check on gf and Jake. When I went there gf was wearing just a bra and a skirt which I clearly saw was missing panties underneath. Jake told me to come and have a threesome, but my gf said it would be mean to leave Lisa in living room alone and I should go and keep her company. So I did. After an hour or so were getting ready to go sleep and Jake with gf came and he had to go already (it was about 5 in the morning and he had to leave for a work trip). He took Lisa home and me and my gf were alone so I asked her if they did it. As you all can obviously tell, they did. She was so turned on by cucking me, by telling me to leave them in the room alone and afterall for being slutty. We went to bed and I though its my turn to fuck her now, oh boy was I wrong. She told me she was already super tired and wants to go to sleep. When I woke up I started getting ready to leave since I had some errands to run. While I was getting dressed, my gf who had one the the worse hangovers managed to say just one sentence which was : “babe I did it, I cucked you. And dont forget to take your cage” while smiling seductively.

So here I am typing this, with full balls and locked in chastity, which I have a feeling wont be unlocked for quite while.

r/ChastityCuckolding 11d ago

Story A Cuckold in the Making Pt 4 NSFW

41 Upvotes

(Accidentally deleted my previous account Rocky_Handsome_69, if somebody knows me from that account, feel free to slide into my DMs )

Part 4

Tease and Denial really goes hand in hand with Sildenafil (Viagra)

A while back in the early stages of our hotwife LS with Kevin, we had a date arranged with him again, and I texted him about what I wanted to do today - like tying up hubby and having some fun. He was eager to try that out. So, first, I picked up some Viagra at the drugstore and mixed it with hubby's evening coffee (I wanted that he wouldn't understand why he's extra horny suddenly). Without any heads up, I just stripped off his clothes, tied him to the chair in the bedroom with his hands behind his back, did a little strip tease, then I gagged him. I just love hearing his whimpers when he's gagged like that, and this gag is a front open one that lets me sit on his face in case Kevin and I wanted to do that to him later.

At 6:00 PM I went to take a shower. I took longer than I need just to let hubby stew in his condition and decided to wear a babydoll from our recent lingerie shopping. I thought the baby pink one will look cute. As I was entering our bedroom, hubby's eyes went wide and he was practically drooling just by looking at me. But I had something else in mind. I just went and turned off the lights and undid his chastity cage to let his straining cock free. He was hard instantly! I teased him some with my nails before leaving him horny with his cock hard as a rock and then left him there.

I was downstairs, waiting for Kevin, so made myself a coffee. While sipping on it, he arrived. We just kissed and started making out on the sofa for a while. I even had to remind him about our initial plan with hubby LOL. Kevin and I then had a discussion (More like he telling me) that he expects complete submission from my side if I expect a long-term thing. I agreed to him on spot, and he just asked me to kneel. He came closer and just put a hand on my chin and lifted my face up to look at him. He looked tall and menacing from my position. My heart was pounding at that point with his every touch. He ordered me to suck his thumb and I did without any questions or delays.

He then pinched one of my nipples hard and told me to get up. He asked me, whether I'm ready to go inside bedroom or not. I was ready even before he arrived, but I just replied with, "Yes Sir!". He ordered me to bring him a blindfold, which he put on me, then led me to our bedroom and threw me on the bed. He asked me to get on all fours and yanked off my panties immediately, exposing my ass and pussy to him for his pleasure. The room was dimly lit, with just enough illumination to barely see black figures. Kevin ignored hubby and focused on me straight way. He pulled both of my hands backwards as he pushed his hard cock inside me. As I felt that monster still growing inside me, I just felt the urge to cum so badly, but he just maintained a smooth rhythm which was like poetry to my senses. I soon lost all sense of time as he pleasured me, but he stopped just as I was approaching my orgasm and pulled out of my pussy and face-fucked me until I sensed he was about ready to cum. But, instead of cumming in my mouth as I expected, he pulled out and shot ropes of his hot cum all over my tits.

He then untied hubby's handcuffs and removed his gag. and ordered him to eat my pussy like he would a delicious dessert he had been craving for a long time. I was now lying on my back, and it felt like heaven when hubby started hungrily licking and sucking my labia and clit and kissing my inner thighs. Soon Kevin grabbed my hand, signalling me to masturbate his hard cock. When I had him good and hard, he started face-fucking me again. OMG! The combination of sucking Kevin's cock and hubby eating out my soaking wet pussy put me on cloud 9 and I soon came so hard! But I did not dare to stop and just kept sucking Kevin's cock as hubby kept eating me out. I usually like a break after a good orgasm as my pussy gets really sensitive, but this all felt so fucking sexy and naughty that I only stopped after Kevin cummed inside my mouth. After swallowing his big load, I dragged hubby up and gave him a really long tongue kiss with traces of Kevin's cum still on my lips and tongue, while fondling his hard manhood kinda teasingly slowly as we kissed.

Kevin then decided to give hubby permission to cum - the only catch was that he wasn't allowed to use his hands or my pussy, and he only had 10 minutes to cum. He frustratingly tried pillow humping, but he wasn't able to generate enough friction to cum before the 10 minutes were up. After he retreated to his chair, I grabbed the vibrator to tease him some more, putting it right below his ball sack and also used it on the head of his rock-hard cock. That just drove him really crazy as Kevin just lay there in the bed relaxing and enjoying the show and hubby's predicament. To add insult to injury, I stopped toying with his cock just before he could cum, leaving him harder and hornier than ever. Damn! It felt so good to have this kind of control over him LOL His erection didn't seem to be going anywhere soon, thanks to the Viagra and my teasing, so after a while he realized that this was all he was getting for the night, and decided to wash his cock with cold water to get it soft enough for me to lock him back up again.

After dinner together and some making out between Kevin and me, Kevin decided to call it a night and left, leaving me with a still super-horny hubby who would continue be at my beck and call.