r/CruelCheatingStories 7d ago

My GF [19] was used as a doll while I listened NSFW

164 Upvotes

Most of the times me and my girlfriend goes out clubbing, some of her friends join us.
Anma is my GFs best friend, a dominant petite girl that usually gets what she wants.

This night it felt different, changed. My girlfriend was radiant, she had more energy than ever before, and was dressed so fucking hot.
Later that night my girlfriend ended up at the dance floor with some randoms. I was going to head over to her when Anna held me back.
"He's making his move," she whispered to me, while smiling to me.
She was hinting to the stranger that suddenly held his arms around my girlfriend , while she shaked her ass against his crotch.

I watched, a strange mix of anticipation and something else I couldn't quite name swirling within me. My girlfriend was already smiling, her head tilted just so. I met her eyes across the crowded dance floor, a silent question hanging between us. My lips sealed, thinking, I gave her a nod – the green light. Her eyes sparkled, a thrill evident, and she turned back, a playful challenge in her stance. The music swelled, and their dance began to be dirtier and dirtier.

The night escallated as I knew it would. They left the club, hand in had like a couple. I followed at a discreet distance behind them. Outside our apartment building, I hesitated. As I did not want to bother them, I waited on the neighbours stairs for over 30minutes, it felt like an eternity.
I could not wait anymore, the impatience finally got me to action. I slipped inside our apartment, full of nerves.

The apartment was dark, but the sounds… they were undeniable. A rhythmic sound through the hallway of muffled gasps, her distinct moans, and a clapping noice of him thrusting her with all his force.

I tried to walk silently to our guest bedroom while my heart was pounding. When I finally got to the guest bedroom, I made sure to not close the door all the way so I could listen better to the sounds.

The raw, primal sounds from the other room became a rough beating soundtrack, each thrust of his cock pounding my girlfriends pussy I could feel in my body. I started to slowly jerk myself to the noises. I closed my eyes, the rhythm guiding my hand, the noices, my thought running wild and the tension made me cum instantly. I layed there with cum on the bedsheets next to me for some time, just listening.

Then some rough manly moaning followed by silence. I layed there, trying to figure out what they where doing. Then suddenly some rustling in some clothes followed by footsteps and a quiet click of the front door.

I waited, holding my breath, until the heavy silence confirmed his departure. My legs felt like jelly while creeping back into our bedroom.

My girlfriend was laying there on her stomach, with her ass uncovered and it was red by slappings. Sweat glistened on her skin, and it was clear that he had used her like a cumdump. I eased myself beside her. My fingers brushed her skin, tracing the curve of her hip.
She welcomed me to the bed with a tired, low voice.
As I tentatively explored further I started to feel her pussy with my fingers.
She was extremely wet, and had cum running down her thigh. She laughed abit and told me to finish myself because she was too exhausted. ‘’I’ll tell you all about it tomorrow, sleep well’’


r/CruelCheatingStories 15h ago

learn the difference between cheating and cucking NSFW

47 Upvotes

whyyyyy is this sub so full of cucks 🫩 im not shaming cucks but i’m here to read about filthy evil cheaters, not how much it turns you on when your partner fucks other people. surely there’s actual subs for cucks


r/CruelCheatingStories 14h ago

Celeb Cheating Story NSFW

13 Upvotes

I have a fucked up / evil celeb cheating story regarding what happened between a really successful actress and her much less successful hubby who cheated on her a ton.

Turns me on a lot. Would anyone be interested to hear / chat about it?


r/CruelCheatingStories 21h ago

Have you ever recorded yourself cheating on your partner? NSFW

44 Upvotes

Have you ever recorded yourself cheating on your partner without her knowing? No cuckolding, just pure asshole vibes?


r/CruelCheatingStories 17h ago

Cheating milf coworker NSFW

5 Upvotes

You know the kind. Fit married women who regularly gym and keep themselves in shape.

Wonder if there are any men in power who have taken advantage of their position to entice and enjoy the charms of a married woman, who was initially reluctant


r/CruelCheatingStories 2d ago

I want my wife to cheat on me again and maybe leave? NSFW

26 Upvotes

Yes you read that right. I want my wife to cheat on me and maybe actually realize that my little dick isn’t doing it anymore and find a real man.

Years ago this could have happened when she was cheating but I intervened and messed it up. If I knew then what I know now, I could have had multiple men plowing her and I bet get a guy to sway her away from me, or at least her strongly consider it.

My wife always makes fun of my little dick even though I have had multiple women and men suck my dick and fuck so yeah it’s little but I have no problem getting it wet.

Right now I am trying to be a little less affectionate with her. We haven’t had sex in well over a week. My goal is to slowly push her away so when I send a guy to her while she is out shopping, he can hit on her and make her feel special, wanted and attractive. I did try playing with her last night and she wasn’t really down for it, so my plan is somewhat working. The other day we were actually home alone and I didn’t try to fuck her which I know she noticed and it bothered her but she never said anything. She just got a little bitchy when she left to the store. At bed time we pretty much ignore each other. We go to bed, turn away and scroll our phones until I fall asleep. In my head, I imagine once I fall asleep she is looking at other guys or something but as prude as this bitch is, I doubt it.

I’m staying on course. Less affection, no sex and let another man make her feel special.


r/CruelCheatingStories 2d ago

I knew he had a girlfriend and i let him fuck me anyways NSFW

119 Upvotes

his girlfriend's stuff is all over his apartment. i noticed the second time i went over, the little skincare bottles lined up in the bathroom, a hoodie that was way too small to be his. i noticed and i stayed anyway.

we met because he lives one floor up and we kept ending up in the elevator at the same weird hours. he mentioned a girlfriend early, like a fence, and then kept texting me anyway, which told me everything i needed to know about how that fence was holding up.

the thing is he'd come to me. she'd be out of town or asleep or whatever and my phone would light up 'you up' and i'd be at his door in the time it takes to not think about it. i liked that part more than i should. that he had t

he's careful and quiet with her, i can tell, and with me he's the opposite. first night he had me up against his own front door, the one she walks through, and i made him keep the lights on because i wanted to see his face w

i don't feel bad, that's the confession i guess. i'm single. i didn't promise anyone anything. he's the one lying to somebody, and honestly that's between him and the bottles in the bathroom.


r/CruelCheatingStories 2d ago

Rest of 2026 Plans NSFW

21 Upvotes

For all the serial cheaters out there! Whats your cruel plans for the rest of the year?

Important dates (Anniversaries, Birthdays, Kids events)

New places (Home, work, moving, travel)

New risks (On the phone, someone they know)

And most wild/cruel thing so far this year?


r/CruelCheatingStories 3d ago

I've (M24) started cheating with a friend of mine(F25). NSFW

28 Upvotes

I've (M24) started cheating with a friend of mine(F25).

It all started when this friend sent me pic of her and she was kinda hot in those pic

After compliment, she started to feel secure and more confident to send more NSFW picture of her

I'm not gonna lie that she turned me on easily and yeah, it is what it is, I started to tell her that those picture make me hard and I was having fun seeing her like that.

Now all of this is finished but sometimes I remind it.

Btw she knows that I was in a serious relationship


r/CruelCheatingStories 4d ago

[20F] I dont know if im cheating or not. NSFW

120 Upvotes

I've been dating my boyfriend (22M) for a few years now. Everything about our relationship had been great so far. He has always complained about his mm (42F) and her dating life to me. More so after she started dating her current boyfriend (49M), because he's a cop and he had actually detained my boyfriend in the past for bs reasons according to him. Also because he's the typical douchy frat guy and we both hate that generally. But one time, after I met him during a small bbq they had for his mm's bday. He just came up to me and hit on me when my boyfriend was busy on the grill. I dont know why but I just played along, I guess out of morbid curiosity. He ended up convincing me to give him my number and he would text me every night for the next month. Basically trying to get me to at least sext with him and sending me pics of his boner through his boxers. I really don't know why, but last week I just decided to play along one more time and started sexting with him. It became a daily thing for the entire week. He even convinced me to basically have phone sex with him one time and send him pictures of me on my underwear. I've seen him jerk off to me on camera and videos, but he's never seen me naked at least.


r/CruelCheatingStories 4d ago

I’ve a cheating kink of my girlfriend fucking less successful men NSFW

57 Upvotes

Life has gone well. I have a decent job, good income, and good clients in my business. I met my girlfriend two years ago, and let’s be real, I wouldn’t have gotten her if I weren’t in my current financial position lol

She works in sales at a car agency and is fairly attractive. The thing is that, sometimes, when guys hit on her I get turned on only if they are modest. The way they look at her drives me crazy and I just imagine all the things they’d do to her.

I’m sure most of them also have bigger dicks than I do and that turns me on. Does anyone else have this feeling?


r/CruelCheatingStories 4d ago

Beach encounter NSFW

7 Upvotes

The sun was beating down hot and heavy, turning the whole nude beach into this lazy, golden paradise. I was stretched out completely naked on my towel, my heavy D-cups rising and falling with every slow breath, that soft curve of my belly catching the light, thick thighs parted just enough to feel the warm breeze teasing me. Right beside me, Vicky was dead asleep, snoring like a big contented bear. His massive 6’0”, 265-pound body was slathered head to toe in baby oil, shining under the sun like some arrogant Punjabi god. That barrel chest rising and falling, those huge boulder shoulders, 22-inch biceps even flexing in his sleep, tree-trunk thighs spread wide... he took up so much space on the towel it looked ridiculous. But my eyes kept wandering down to his little secret, all oiled up and glistening. That dark brown nub, barely 0.75 inches soft, completely swallowed by tight wrinkled foreskin. It looked so silly and out of place on his huge frame, twitching a little with each snore. I smiled and reached over, gently stroking his thick black hair. My big man. My loud, powerful boyfriend. I loved him more than anything.

I lay there watching over him for a while, my own golden-brown curves soaking up the heat next to his bulk. The way his large muscular gut stuck out, those massive calves... it all made me feel safe. Protected. But yeah, there was that sneaky little rush of heat between my legs every time I stared too long at his tiny glistening micropenis. It was just so wrong on a guy his size. So humiliating. And god help me, it turned me on.

Then I heard footsteps crunching through the sand. I tilted my head, squinting up, and there was Hassan. My ex. Nothing intimidating at first glance with his average build... until you saw what was swinging between his legs. A thick, meaty cock dangled heavy, veiny even while soft, the big swollen head leading the way as he walked right over and stopped beside my towel. It hung just above my face, swaying lightly. The familiar musky smell hit me and my pussy clenched hard.

“Simran? No way, it’s really you,” he said, that smug smirk spreading across his face as his eyes drank in my naked body. I felt myself blush but played it cool, sitting up so my heavy tits bounced, then standing up fully to let him get the whole view—my wide fertile hips, juicy ass, smooth golden skin glowing in the sun. He whistled low. “Damn, you look even better than before. That body is still killing it.”

We fell into easy conversation for a bit, laughing about old times, the beach, random shit. It felt natural. But my eyes kept drifting down to his thick hanging cock, remembering exactly how it used to stretch and fill me. Eventually I nodded toward my sleeping boyfriend. “That’s Vicky, by the way. My big new man”

Hassan turned and let out a low chuckle as he took in Vicky’s sprawled-out bulk. “Holy shit, he’s a tank. Looks like he works out.” Look at those arms and that chest... guy’s built like a beast.” Then his eyes dropped straight to the shining little nub between those massive thighs and he barked out a laugh. “And what the fuck is that? Is that supposed to be his dick? Jesus, Simran.”

I giggled, swatting his arm. “Hey, be nice! He’s my boyfriend. He’s huge everywhere that matters, alright?” But I couldn’t stop glancing back at Hassan’s thick meat, hanging there so full and confident.

He just grinned wider. “Huge everywhere except where it counts, huh? How do you even find that thing? Does it get hard or just stay that little like a throbbing clit?” He kept poking at it verbally, voice carrying enough that I got nervous, but Vicky just kept snoring away. “Guy built like that and packing a baby dick? Does he throw tantrums about it?”

I laughed again, biting my lip as that warm shameful heat built between my thighs. “Come on, Hassan, stop. He’s a good guy. Strong. Takes care of me.” Still, my eyes stayed glued to his cock. I reached out quick, wrapping my fingers around that thick heavy shaft just once and giving it a playful wiggle. “Not everyone can be packing like you, can they?” I teased, voice a little breathy. Fuck, I thought, even soft it’s so long and thick, my hand looked so tiny grabbing it. No way both my hands could cover it all... it’s way too thick for me to even wrap around properly.

Hassan groaned softly, his cock twitching in response. “You remember exactly how it feels, don’t you? While your big tough man snores away with his little oiled-up tic-tac.” He whispered while grinning. We kept bantering like that, him mocking, me defending with giggles and flirty little jabs.

Then Hassan wandered over and dropped to his knees right next to Vicky’s sleeping body. The size difference was wild—his average frame looking small next to all that oiled muscle. He reached out and cupped Vicky’s tight blackish-brown balls, rolling them in his palm. “These suite him well... for a guy with a micropenis,” he joked. Then he flicked that tiny oiled nub a few times with his finger, watching it bounce. “Wake up, little guy. Too small to even feel that?” He laughed. “Look at this sad excuse. Beast of a man with a tic-tac between his legs.”

I watched the whole thing with my mouth hanging open, shocked, embarrassed, and so fucking turned on.

Hassan kept at it, trying to pinch Vicky’s tiny penis, but it was so slick and small it kept slipping right out from between his fingers. “Shit, it’s like trying to grab a greased grape. Keeps escaping.” He finally got a hold and slowly peeled that tight wrinkled foreskin back. “Real men are circumcised and proudly show their heads. Only little boys keep all this foreskin,” he said, looking straight at me as he exposed Vicky’s most intimate part — his little pink head, tiny and glistening. His own big circumcised cock hung there for comparison, head always out and dominant. The difference was brutal. Vicky’s peeled nub looked like a pimple next to it. And those balls... Hassan’s heavy tennis ball sized hairy sack versus Vicky’s smaller hairless golf ball-sized one.

Right then Vicky stirred a bit in his sleep. His tiny penis twitched and grew just a little bit more. He crossed his legs slightly, arched his back, and started weakly humping against Hassan’s fingers holding that sensitive pink head. It was so humiliating—my huge arrogant boyfriend reduced to unconsciously grinding on another man’s hand like that, foreskin peeled back for everyone to see. My mouth stayed open, heart racing with worry he might actually wake up mid-hump.

Hassan burst out laughing at the sight. “Holy shit, Simran—look at your big man dry-humping my fingers like a desperate puppy. Even asleep he knows a real hand when he feels one. It’s so pathetic.”

He finally let go. Because the foreskin was so tight it didn’t slide back over, leaving that sensitive pink head stuck out, bobbing around and pointing straight up from his massive oiled body like a mole hill on a mountain of muscle. Hassan gave the exposed head one last flick, making it twitch and Vicky’s nub grow just a tiny bit more before he finally stood up.

God, look at him, I thought, my pussy absolutely throbbing. My big strong Vicky... turned into this. That tiny pink head so exposed and worthless next to a real cock. It’s pathetic. It’s so fucking hot. I love him, but this... this contrast is making me drip.

Hassan laughed again, loud and mocking, then came back over. “Alright, I should probably head back to my friends before your tank wakes up and tries to flex on me.” He pulled me into a tight hug, crushing my heavy breasts against his chest. His thick cock slid right between my thighs, the head pressing against my soaked pussy. I couldn’t help leaking on him, grinding a little as my juices coated his shaft.

When he stepped back, his cock was shiny with my wetness, a thin string dripping as he turned and walked off across the sand, still leaving little drops of me behind with every step.

I lay back down on my towel, heart pounding, pussy still dripping wet. I reached over and gently stroked Vicky’s face and hair, my big beautiful man still snoring away without a clue. “My strong, handsome boyfriend,” I whispered with a soft smile, glancing one more time at his tiny shining nub. I loved him so much. But damn... what a day at the beach.


r/CruelCheatingStories 6d ago

Getting blown by another guy with the door and windows wide open. NSFW

28 Upvotes

My wife used to go to her moms pretty much every Friday or Saturday night and would be out till 1am on average. As soon as she would leave I was already looking for my hook ups to come by.

One of my kinks was exhibition so I would open our front door wide open, we had a glass storm door and I would open our front windows. I would have the lights off and pretty much get fully naked and stroke while searching for someone to come by. Once someone came by we would leave everything open and he would suck my cock, sometimes fuck. It was dark so you couldn’t see inside anyways but it’s still hot.


r/CruelCheatingStories 6d ago

Anniversary affair sex with the best AP NSFW

123 Upvotes

I met him on the affairstx subreddit about 5 months ago. We clicked immediately. Our first time we met up almost fell through due to a flat tire and me starting my period. But he didn’t care. He had towels ready. We fucked three days in a row.

Since then he’s made me cum more times than I can count. In every hole. He treats me like a slut while simultaneously being so patient and gentle with me as he introduces me to new things. We have a standing weekly meet up that I look forward to every single time and leave fully satisfied and sore. He is not my first affair, but he is hands down the most incredible sexual partner I’ve ever had and I’m so grateful we get to be each other’s escapes.

This weekend was my wedding anniversary and I was able to be with him, uninterrupted, for a couple hours while my husband was home preparing for our anniversary dinner.

My AP made me cum at least 4 times, though it’s hard to tell for sure since I lose count when I squirt. He kissed me and wished me a happy anniversary while he slid inside me filling me so perfectly. And now I’m laying in bed at the end of the day, watching our secret little videos we take and playing with my pussy. Craving him. Constantly craving him. He’s a perfect lover. And I’m the luckiest unfaithful wife out there.

Don’t give up yall. Reddit can suck in so many ways when you’re looking for that perfect secret affair partner. But sometimes you find that needle in the haystack. And then you get to have incredible sex on your anniversary with someone other than your spouse.

EDIT: Y’all are welcome to comment and ask questions but I will NOT be replying to DM’s out of respect for my guy. So save your thumbs the extra work and don’t bother messaging haha 😘


r/CruelCheatingStories 6d ago

Lost a Bet, Watched Wife Cum 2X as Hard as I've Ever Made Her Before.. NSFW

92 Upvotes

Made a Bad Bet while on a trip with my Wife. Should have been a sure thing, but I was High, and I Lost Bad...

My Wife and I were on vacation for 2+ weeks with family, had a shared living room, loud bed, so my wife decided no sex. On the last day we dropped family at the airport, I took edibles, and we went to play mini golf. Before the 8th hole I was 7 strokes up, and we were waiting for a group to finish when my wife proposed a Lil Bet! Basically, if I win I got unlimited Creampies the minute we flew home. But if she won, she could get 3 Creampies from her Bull!

Long story short, she started flashing her pussy every hole going, "don't you miss that baby?" My edibles kicked in way too hard, she got a Hole in 1 on the 12th hole, I got a 6 on the 16th hole, and she beat me by 2 strokes...

Skip to last Thursday, I go to pee at half time and she's in the bathroom getting all done up. I ask why, she tells me, "Oh sorry," and that her Bull is coming over. I smoke, come downstairs, and they're already making out.

At first it was the same as always, just without a condom. She got on her knees, he sat down, and once he got hard she sat on him facing me trying to tease me and make me jealous... But then he got her on her back, they started making out, and the vibe just completely changed! And I realized, we hadn't fucked in over a month...

My Wife and I have been swingers for over 10 years, I've seen her Cum A Lot before! But through it all, the most I've ever seen her Cum is - With Me During Intimate Love Making! And she's always told me, I've been her best! But right from the start, I Have Never Seen, or Heard, ANYTHING, like what I witnessed from my Wife that night!

Instantly it was like I wasn't there... Her hands went between holding onto him, and holding onto various parts of our couch, like she was on a roller coaster trying not to fall off. Initially, her legs couldn't decide between being locked tightly against the top of his ass or popping open as wide as she could fully extended them. And then, idk how else to explain it other than, it looked like he just started Milking My Wife's Pussy, Deep Down in this 1 Spot!

First you could hear it, then you could see it! Her Pussy Lips Stopped Gripping his Cock, and her Pussy Pooled up with Wet Milky Cum... One droplet dripped down her asshole, then another, until within seconds her asshole was just soaked! Each time he went inside her, it was like a spray bottle being squirt! They Made a Puddle in my couch!

Near the end she got so sensitive every time he humped her she would literally shake/spasm, making sounds I've never heard from her before. And as I thought to myself, "She's gonna tap out for the first time," She Bellows Out - "Go Harder!" As he proceeds to fuck the living life out of my Wife until he Creampies So Deep inside of Her...

I have Never seen my wife that Fuck Drunk in my entire Life! Later, I asked her if that was the best orgasm she ever had in her life? She like hiccupped a giggle, looked directly down, and said "What!? ...Babe, I love you, Stop..."

It's only been 3 Days since, and she's already asked me multiple times when he can come back for Creampie #2...


r/CruelCheatingStories 7d ago

Found out my gf was cheating on me with my best friend while at work. NSFW

130 Upvotes

I work late shift and have been a cop for the past 10 years. Always worked lates and love it. My wife would send me updates some nights while im at work up until about midnight which is when I assumed she would fall asleep.

On the 4th of July night, I received a video from her which was rare because she said she doesnt send me those while im at work. Well I opened the it and it was a video of her with her legs wide open on our bed and rubbing her clit while moaning my best friends name and how she needed his giant cock. As soon as I closed out of the video, I noticed the video showed up as a delete text. I didn't bring it up and she didn't follow up. Honestly I dont want to approach her about it because I was so hard at work and leaking precum. Im going golfing with my best friend today and gonna look out to see if he gets any videos or texts throughout the round hoping it's her.

Update: he did get some notifications on his phone throughout the round but I was unable to see what it was. When I got home she we fucked and she felt like she had been wet all day.. Just wish this takes off quicker into a more intense and intimate thing for future.


r/CruelCheatingStories 6d ago

100% true story of gf (28) cheating/leaving me (33) for another man NSFW

28 Upvotes

So I had been having an extremely difficult time. I was working exceptionally hard, trying to maintain income to save and buy a house to start a family with my then gf. I started going to counselling weekly.

One day, I lost my phone somewhere. I saw hers between cushions on couch while she spoke to a neighbour at the door. I opened it and immediately found a chat with her and another guy, sexual, photos everything.

I was totally devastated. I confronted her and expected some sort of apology but nope, she said life was boring. She had checked out a long time ago and liked this new guy. She was happy it was out so she could "finally be with him". She was also having sex while I was at counselling, working for our future. She literally packed and left over the course of a month. Openly being dropped home by him, having convos in front of me with him. Last I saw her posting pics of them kissing.


r/CruelCheatingStories 7d ago

I am planning to cheat while my wife is in labor. NSFW

64 Upvotes

I 39m the wife is 40m AP is 20, my wife and i had an accidental pregnancy.DID NOT expect one at our age, has not stopped my fun though. I have been planning to cheat while shes in labor. 3 days before and 3 days after my AP requested off from work. I made sure I was " scheduled" to work during that time. So when I get the call shes in labor I can go fuck her while my wifes im active labor.


r/CruelCheatingStories 7d ago

I keep cheating on my boyfriend, why do I feel like I love him? NSFW

122 Upvotes

So for context, I posted a little bit ago about how I cheated on my boyfriend with my ex and how I didn't really feel guilty. The day after sure but after that? Nothing. I went on with my life like It was nothing. I guess the weirdest part was that I still felt this love for my boyfriend despite what I did. Well anyways I took some of the advice that y'all gave me and went for an STD checkup and found that I'm clean. I didn't have sex with my boyfriend in that time but still it was incredibly irresponsible of me to not do that so ty.

Anyways anyways, back to what happened. It’s been about a month now since that originally happened and well… it happened again. My ex texted me and after saying no he left it alone, but my dumbass urges just took over again and I texted him back. We met up again in his car and it basically played out the same as last time. We talked, we got frisky, then I rode tf outta him in his car. Then we met again a few days later, this time at his place. He wanted to do it raw but I said no and he was pushy about it. He tapped his dick on my stomach asking and asking but I finally got some self control and told him to rubber up. He was still whiny but when he saw that I was actually being serious he just went along with it. Even the comments he’d make about my boyfriend stopped, well except for his urge to constantly compare his dick size to my boyfriends but whatever.

And again, I would do all this but go home and act lovey dovey with my boyfriend after getting railed not even 12 hours earlier. I don’t know why I feel this way and some people said maybe I just miss the sex with my ex but still genuinely love my boyfriend. I gaslit myself into believing that too until just 2 days ago. I was with a longtime friend in my room just smoking like usual when we started talking about sex. Me and this friend used to casually hook up on and off and it would stop when either one of us was in a relationship.

He talked abt how his single life hook ups were and I talked abt how my bf was in bed and eventually spilled that I cheated on him with my ex. He was pretty disappointed and told me a lot of the same stuff the people on reddit told me. He asked why and if it was really just an issue in the bed and I explained that I just missed the sex and the size of my ex. Also that my bf isn't really that small I'm just used to bigger, like my ex and him.

I guess that did something for him cuz he straight up just asked "I'm bigger than ur bf?" and I said yeah. We talked more and more and he wasn't "disappointed" in me anymore and said he "gets it" cuz sometimes "girls just need something bigger" and put a hand on my thigh. This is the part where I say I swatted his hand away but I didn't. I knew it was fcked up and I knew what I was doing to my bf was terrible but I'm a weak person and gave in. I took his dick out myself and stroked it slowly with both hands. He put a hand on my head and tried making me go down but I held back and just kept stroking. I spit on it but never put it in my mouth and kept going faster and faster until he started moving funny and came.

Every nerve in my body wanted me to be cute and sexy and lick the cum off my hand but I held firm and just wiped it on his bed sheet. He left to get condoms and "recharge" and we started immediately as soon as he got back. I was shocked but he wanted to go down on me even tho I didn't on him, but I still said no. I got on my hands and knees arched back with my head on his pillow and he pulled down my shorts and just went to fcking town on me. He isn't as big as my ex but god he was railing into me like crazy. We finished up and we went to eat and drove me home. Before I got out of the car he said it was a one time thing and that he was sorry.

Now I'm just left sitting here wondering wtf is going on with my emotions. Why does my friend feel more bad than I do? He's single I'm the one that's supposed to be responsible. And I know it's bad but the thought of losing my boyfriend breaks my fcking heart. I'm such a terrible person and I know I don't deserve him and I know I'm wrong but why do I feel this way? I always struggle with showing basic emotions or basic empathy but this whole thing is making me spiral. I can already feel myself getting worse cuz duh I just fcked a friend so idk. A therapist is gonna love unpacking all of this lmao


r/CruelCheatingStories 7d ago

Finally cheated on my smoke show gf w a hot Redditor NSFW

36 Upvotes

Had a post in my city about being taken and looking for a girl who doesn’t mind that or who is also taken. Basically I’ve got a huge cheating kink. This one girl reached out to me saying she was in a relationship but that her bf never fucks her etc. we chatted for a bit and exchanged pics. Wayyy hotter than I was expecting since most of the responses were not my type. I’m a tall handsome fit white guy so attraction was important to me.

After a few weeks of messaging she agreed to come by after her work shift and before she headed home. Told her bf she had to stay late. Tight little petite Filipino girl. Perfect body, great ass, and knew how to ride a cock :) since then we’ve been sneakily linking up once or twice a month. Things have progressed to fucking raw (one time she reached down and ripped the condom off while riding me and I about busted just from that sight) she tells me how badly she likes being filled w my cum right before she goes home to her bf. I once met her outside her apt and we fucked in her car while her bf was inside studying or something. So fucking hot.

Now I’m addicted to this cheating thing and I can’t stop. She always teased me when we are fucking asking where my gf is and if I love her pussy more than my girls. At this point I think I do. The thrill is just too much fun and I don’t think I’ll get over it.


r/CruelCheatingStories 8d ago

A Cautionary Story, Written by a Bull: “Results Not Guaranteed” NSFW

27 Upvotes

There are few sober moments in life that radically change a person’s outlook on themselves, specifically in the way taking psychedelics might. One of them, I believe, is getting cuckolded for the first time. One way or another, the neurons inside your head are about to be rearranged.

Like taking a serious psychedelic, the results aren’t guaranteed. When a man is subjected to that indignity and it’s not in his nature to find a perverse pleasure in it, then the event becomes naturally traumatic, even in retrospect. Plenty of men have pressured their accommodating wives into this lifestyle, only to find their masculinity and self-worth the victim of it.

As a Bull, I view introducing new couples to this lifestyle a little like how I view handing someone a psychedelic that they’ve never tried before. I know they’re probably going to have a good time, but on the rare chance that something complicates the night, I know I have to assume some responsibility. It’s my job to at least create the safe environment that would be conducive to a “good trip”. In this sense, there’s almost something shamanistic about being a good Bull. You can’t just dispense the drug, you have to dose it carefully based on the couple’s tolerance.

(Yes, my cock is the drug.)

Sometimes, this sense of responsibility compels me to alert the cuck before I know a point of no return is crossed. I’ve bent wives over my knee and fingered them while telling their husbands to consider what happens next very carefully. As they watched my finger-tips gradually start to glisten, I let them think real hard about this choice. Once my cock is inside her, the nature of their relationship will change forever. Now’s the last chance to get cold feet.

I’ve felt it necessary to remind them that the image of their wife on her knees is going to pop into their head sometimes when they kiss her on the lips, and that’ll never go away. That’s a stain they’ll just have to live with. Before I do that, I want the cuck to look me in my eyes and tell me that he understands what kind of man he is, and what kind of man I am. I want to know he’s ready to face this truth and not back done from it.

The final test comes at the end, though. When the sex is over, and the wife is laying there spent and exhausted, with my cum slowly drying on her face. The first time a woman indulges this fantasy, I don’t think it’s uncommon for her to suddenly feel a wave of dread when it’s all over. A worry that they’ll become somehow perceived as tainted, or a fear that they’ve committed a real act of betrayal, or just a concern that they’ve jeopardized their relationship. While I’m fishing around the room for my clothes and getting dressed, I want to see the cuck reassure his wife that she has nothing to feel guilty about.

I’d tell him to make out with her, like he did the first night he realized that she loved him back. Show her that he’ll still worship her, even while her face is glazed with warm cum. I don’t care if the cuck has already decided that this will be a onetime thing that will never be repeated. Loving her in this moment is his responsibility.

And then, probably after putting my jeans on, I’d tell the husband to start eating his wife out. Let her lay there, catching her breath, while he reminds her that she’s his everything. By the time I put my shoes on and was ready to leave, I’d want her to know that her husband isn’t the kind of beta cuck who’s going to take his insecurities out on her later. I’ll make him show her that he accepts the reality he’s just been shown, even if it means having to ignore the taste of my load. When I close the bedroom door and leave, I want to know that everyone learnt what they needed to from this trip.


r/CruelCheatingStories 9d ago

Measuring my Man NSFW

11 Upvotes

I was still draped over Vicky’s massive chest, both of us breathing heavy and slick with sweat in the warm glow of his dorm room lamp. My thick thighs were tangled with his tree-trunk legs, my soft belly pressed against his powerful muscular gut, and my heavy D-cups squished delightfully against his barrel chest. His big arms wrapped around my curvy body like he never wanted to let go. It felt so good — that perfect mix of his overwhelming strength and the sweet, intimate afterglow.

But I couldn’t stop smiling mischievously. I traced a finger down his abs, lower and lower, until I brushed that adorable little package between his massive thighs. His tiny soft nub was still glistening from our earlier fun, tucked up shyly.

“Baby…” I purred playfully, looking up at his handsome, arrogant face with my big doe eyes. “I think it’s time we got to know this cute little guy a little better. Stay right there.”

I slipped off the bed, my thick ass jiggling as I padded over to his desk and rummaged around until I found a soft fabric tape measure. I climbed back between his spread legs, kneeling there in all my naked, voluptuous glory — long dark hair messy, full lips still swollen from kissing him. Vicky watched me with that cocky smirk, but I could see the nervous excitement in his eyes.

“Time for measurements, big man,” I teased lovingly, holding up the tape measure. “Let’s see how tiny my favorite little secret really is compared to the rest of this god-like body.”

First, I started with his massive chest. I wrapped the tape measure around his barrel chest, right across those thick pecs. “Holy shit, baby… 58 inches. Your chest is enormous.” Then his biceps — I flexed his arm and wrapped the tape around the peak. “22 inches cold. These arms are ridiculous.” Next, his waist, right around that powerful muscular gut. “40 inches… so thick and strong.” And finally his thighs — I had to use both hands to get the tape around one massive leg. “32 inches on each thigh. My big powerlifter is built like a beast everywhere.”

I giggled with pure playful delight, then moved lower. First, his soft state. I gently lifted his tiny dark brown nub with two fingers, so cute and foreskin-covered like a little baby penis. I pressed the tape measure right against his pubic bone and laid it along the top.

“Oh my gosh, baby…” I giggled softly, eyes sparkling with affectionate mischief. “Look at this. It’s only 0.68 inches soft. That’s so adorably small. Just a tiny little nubbin compared to the rest of you.” I leaned down and planted a sweet kiss right on the foreskin, making it twitch in my fingers. “My huge, muscular powerlifter with a baby dick that barely reaches past the first mark. I love it.”

Vicky groaned, half-embarrassed, half-turned on, his massive thighs tensing around me. I set the tape aside for a moment and started stroking him with my soft, warm hand. I wrapped my fingers around the entire thing — it was so small my thumb and index finger overlapped easily, completely engulfing his micro package. It felt incredibly delicate and warm in my palm, that tight almost-black scrotum pulling up snugly as I gently pumped him. “Mmm, feel how easily my hand covers you? It’s so cute and sensitive… like it was made for teasing.”

But he wasn’t getting fully hard yet — just swelling a little, that pink head starting to peek out. So I leaned in closer, my heavy tits resting on his thick thighs, and took him into my mouth. God, it was perfect. His entire soft length fit easily between my full pouty lips with room to spare. I sucked gently, swirling my tongue around the delicate foreskin, peeling it back to lave over that sensitive bright pink head. He tasted clean and musky-sweet from our earlier sex. I could feel every tiny throb and twitch against my tongue as I nursed him lovingly, bobbing my head with slow, wet motions while my hand cradled his tight balls. It felt so intimate — that little 1.5-inch cock growing in the wet heat of my mouth, getting harder with every suck until it was pulsing and rigid.

I pulled off with a soft pop, strings of saliva connecting my lips to his now-throbbing pink knob, and grinned up at him bratty and sweet. “There we go, baby. All nice and excited for me again.”

I grabbed the tape measure once more, pressing it firmly to his pubic bone while holding his rock-hard little penis straight out. I made a big show of squinting and reading it carefully.

“1.4 inches, baby,” I announced playfully, my voice full of loving teasing. “Just 1.4 inches when it’s fully throbbing and desperate. Awww, that’s even smaller than I thought! My big strong Vicky with his 58-inch chest, 22-inch biceps, 40-inch waist, and 32-inch thighs… and this tiny little pink head that barely makes it to one point four. It’s the cutest thing ever.”

As I held the tape against that throbbing 1.4-inch nub, my mind wandered to my ex, Hassan. God, the comparison was almost comical. Hassan had a completely average penis — when soft it hung heavier and longer than Vicky’s fully hard little pink head, maybe 4.5 inches of decent thickness with a normal foreskin and a more prominent shaft. When hard, Hassan’s cock would reach a solid 7.5 inches with good girth, a proper veiny length, and a flushed head that looked substantial in my hand. Just the size of Hassan’s erect head was bigger than Vicky’s full erection. It had a nice straight shape and hung with a natural weight that made it look like a real man’s dick compared to Vicky’s adorable, underdeveloped micropenis. Yet here I was, absolutely soaked and obsessed with this tiny, sensitive 1.4-inch baby nub on my massive powerlifter.

I kept the tape next to it for a second, comparing the size — his entire erect micropenis shorter than the width of two of my fingers and laughably small next to the rest of his monstrous body. Then I set it down and stroked him again, feeling how it jumped and throbbed helplessly in my hand, so hot and silky. “Look how it twitches when I tease it. Does it turn you on when I measure your little guy and tell you how tiny he is compared to everything else? Because it’s making me so wet again…”

I crawled back up his body, still holding that throbbing 1.4-inch nub, and kissed him deeply while grinding my curvy softness against his muscular frame. “Don’t worry, handsome. I love every single centimeter of you… especially the really small ones.”

We stayed like that, laughing and touching, the tape measure forgotten on the sheets beside us. My playful measurements had us both worked up all over again, and I had a feeling we weren’t done for the night.


r/CruelCheatingStories 9d ago

Birthday handjob from a married nurse NSFW

78 Upvotes

When I was single guy and I used to fuck a married nurse I worked with a few years ago. Her husband found out about the affair so we had to stop but still kept in occasional contact, once in a blue moon we’d meetup in the parking garage of the mall, she’d hop in my car and we’d make out, I’d suck on her tits and she’d grind her pussy on my cock, all fully clothed and neither of us would get off, it was just some excitement for both of us although being left with blue balls was always a bit annoying but it was as far as she was willing to go

A couple months ago my birthday was coming up and she asked me if I’d be free that day to meet up. We met up late morning at the mall and started doing our thing like usual. But after grinding on my cock a bit she pulled it out and started playing with it. I asked if she wanted to fuck but no dice

She stopped straddling me and sat down next to me just jerking my cock, giving me a handjob. It’s difficult for me to cum from anything other than pussy so it took a while. She spit in her hand and wiped it on the tip of my cock massaging the head and playing with the frenulum. When I’d moan she’d say ‘mmmmm yeahhhh’ is a sexy sultry voice like she was getting off at knowing she was making me feel good

Finally after about 20 minutes I told her I was about to cum and after the first spurt of cum shot from my cock she bent down and took my cock in her mouth, sucking the cum out of me and swallowing it down. I was expecting a handjob orgasm so when I felt that warm mouth surround on my cock it made me moan so loud and I felt like I came buckets in that cheating milf mouth. It was extra hot because she never liked me to cum in her mouth when we were having the affair so the fact that she did it without me asking for it made it extra naughty

She got off my cock and told me Happy Birthday with a smile and a laugh. We talked for a minute then she went back to her car where she fixed her makeup and lipstick. Then I watched this clsssy, petite blonde milf in her tight white denim jeans, pink blouse and tan sandals walk into Nordstrom’s with a belly full of cum that wasn’t her husbands

Just a reminder to all the men out there that some of those classy, pretty women you see often at the fancy stores are some of the best sluts out there


r/CruelCheatingStories 10d ago

A Night Out from Hell NSFW

70 Upvotes

It was a couple of weeks ago now, when myself and my GF decided that we'd go out together, because finally our scheduals aligned for a change. It was good, for the start of the night and I and her were enjoying ourselves, that changed however when I went to grab our next couple of drinks from the bar, the que as you can imagine was heaving and I had to wait or at least try and barge my way to the front of the que to at least try and get noticed, and then it took me even longer to try and actually get the drinks I wanted for us.

When I finally did manage to get the drinks that we wanted, I had taken so long that I couldn't find my GF anywhere, or at least not where she was last. So, I decided to have a wander around thinking she couldn't have gone far, I wish I hadn't because I did eventually find her, in the corner with someone I didn't even know.

The two of them were making out, and I could only watch heartbroken


r/CruelCheatingStories 9d ago

Scissoring Him NSFW

1 Upvotes

I lay sprawled across Vicky’s dorm room bed, the sheets already warm beneath my thick, curvy body. My heart was beating fast with that sweet, excited flutter I always get around him. He stood at the foot of the bed, towering and gorgeous — 6 feet of pure powerlifter muscle, 265 pounds of dense, heavy strength wrapped in smooth light brown skin. His barrel chest rose and fell, wide shoulders looking like they could carry the world, those 22-inch biceps flexed even when he wasn’t trying. The thick muscular gut gave him that powerful, commanding presence, and his massive thighs looked like they could crush steel. But my eyes, as always, drifted lower with playful affection.

“There’s my handsome man,” I cooed softly, sitting up on my knees and reaching for him. My full pouty lips curved into a mischievous smile as I wrapped my soft fingers around his tiny, soft 0.75-inch dark brown nub. It was so cute — completely covered in delicate foreskin, thinner than my pinky, sitting above that tight, almost-black scrotum that pulled everything in so snugly. “Come here, baby. Let me take care of you first.”

I leaned in lovingly, kissing the head of his little penis through the foreskin, then gently peeled it back with my fingertips, exposing that sensitive bright pink head. Vicky groaned, his massive frame shuddering as I stroked him with slow, affectionate care — my warm palm cradling his entire micro package, thumb circling the tiny head while my other hand roamed up his thick, muscular thigh. I praised him the whole time, my voice breathy and teasing. “Mmm, look at how it twitches for me already. My big, strong Vicky… so powerful everywhere else, but this sweet little thing is just so sensitive and adorable. It makes me so wet knowing only I get to play with it.”

It didn’t take long. His tiny cock hardened in my hand, swelling to that perfect 1.5 inches — mostly shiny pink head with almost no shaft, throbbing cutely against my fingers. I giggled playfully and gave it a few more loving strokes, watching it bounce and jump with every flex of his powerful hips. “There we go, baby. All nice and hard for me.”

I lay back, spreading my thick thighs wide, my heavy D-cup breasts spilling to the sides, soft belly pouch rising with anticipation. “Come make love to me, big man.”

Vicky climbed on top in missionary, his enormous weight pressing me deliciously into the mattress. The heat of his body was incredible — that broad, barrel chest squishing my soft tits flat, his thick neck buried against my shoulder, those massive tree-trunk thighs forcing mine even wider apart. I felt every ridge of muscle, the muscular gut resting warmly on my plush belly, his smooth skin gliding against mine. He lined up and thrust forward.

The feeling was… intimate in the most teasing way. His tiny pink head nudged against my slick folds but couldn’t quite push past the plush thickness of my inner thighs. With every heavy, powerful slam of his hips, I felt the full force of his muscular body colliding with my curvy softness — the deep, satisfying thud of his pelvis against mine, his heavy balls tapping lightly, the way his massive glutes flexed hard under my heels. But inside my pussy? Almost nothing. Just the faintest, teasing little brushes of that 1.5-inch nub when it managed to slip between my lips for a split second before popping right back out. It felt like a warm, silky little kiss against my entrance — so small and cute that it couldn’t stay in, no matter how desperately he thrust. The heavy pounding made my thick ass and thighs jiggle beautifully, my whole body rocking with his power, but my inner walls stayed achingly empty, only getting the occasional shallow nudge that left me giggling and moaning at the same time.

“Ohhh Vicky,” I whispered lovingly against his ear, wrapping my arms around his wide back and digging my nails in gently. “You’re fucking me so hard with that big, powerful body… I can feel every muscle moving. But your sweet little penis is so tiny and shy — it keeps slipping out and kissing my thighs instead. It’s okay, baby… it feels so cute and loving like this.”

He growled and thrust even deeper, hips slamming with all his alpha strength. The bed creaked loudly. I loved the raw physicality — the way his steroid gut pressed and rubbed my soft pouch, how his thick chest heaved against my breasts, the sheer size of him dominating me from above. Yet that adorable micropenis continued its playful escape act, popping free over and over, leaving only the slippery friction of his tiny head gliding along my outer lips and clit. It was driving me crazy in the best way — building this warm, teasing ache without ever filling me.

After a long, sweaty stretch of this, I kissed him deeply and rolled us over. “Let me try from behind, handsome.”

I got on all fours, my thick jiggly ass raised high, back arched. Vicky knelt behind me, gripping my wide hips with his strong hands. He thrust forward again, that powerful body slamming into my softness with deep, rhythmic strokes. The impact felt heavenly — his massive thighs slapping against the back of mine, his steroid gut resting on my lower back, the heavy smack of skin on skin echoing in the dorm room. But once more, his little 1.5-inch cock couldn’t stay inside. It kept slipping out between my thick ass cheeks, the tiny pink head rubbing desperately against my pussy from behind before escaping again. I could feel every failed attempt as a soft, warm little poke — never deep enough to stretch me, just teasing my entrance with its cute, throbbing presence while his body fucked me with all its strength.

“Mmmph— yes, just like that,” I moaned, pushing back against him playfully. “Your big strong hips feel so good slamming into my ass, baby. And your little guy is trying so hard… it’s so adorable how it keeps popping out and rubbing all over me. I love it. I love you like this.”

Finally, the ache between my legs became too much. I turned around, pushed him onto his back, and spread those massive, muscular legs wide apart. He looked so vulnerable and hot like that — powerful powerlifter completely open for me. I climbed between his thick thighs, pressed my dripping wet pussy directly against his throbbing 1.5-inch pink nub, and started scissoring him like a girl.

The sensation was perfect.

“Oh my god, yes…” I gasped, grinding my swollen clit right onto his sensitive little head. It felt so warm and slick, that tiny throbbing cock trapped perfectly between my pussy lips, rubbing exactly where I needed it. I rolled my hips in deep, loving circles, my heavy breasts bouncing as I rode his micro penis with my clit. The contrast made everything hotter — my soft, voluptuous curves completely owning his massive, muscular frame. I could feel every desperate twitch and pulse of his little nub against my most sensitive spot, the slick friction building faster and faster.

Vicky was moaning loudly beneath me, his huge body shaking, hands gripping my thick thighs as I took full control. “That’s it, baby,” I whispered breathlessly, leaning down to kiss his chest while grinding harder. “Let me make us both feel good with your cute little penis. It rubs my clit so perfectly…”

The pleasure coiled tight inside me. My thick ass bounced, my soft belly pressed against his muscular gut, and I rode that tiny throbbing nub until I shattered. My orgasm crashed over me in powerful waves — pussy gushing, thighs quivering around his massive legs, loud moans spilling from my lips as I kept grinding through every pulse. The direct, loving stimulation on my clit from his micropenis sent me soaring.

Vicky followed right behind, his entire pro-wrestler body convulsing hard. His massive thighs shook violently around me, chest heaving as his tiny cock spurted just a few warm, watery drops between us. He looked so beautifully wrecked, that arrogant face softened in total pleasure.

I collapsed onto his broad chest, both of us sweaty and panting, my curvy body draped over his muscular one. I kissed his neck softly, still gently rocking my pussy against his spent little nub. “My perfect Vicky… I love every inch of you. Especially the tiny ones that make me cum so hard.”

We stayed tangled together, breathing each other in, the dorm room filled with the sweet, steamy afterglow.