Hi! 40M here. I was first cuckolded by my first long-term girlfriend. One day she asked if I'd consider phone sex cheating. Of course I said yes and got really mad. Then when I asked her to tell me about it, as she described what happened, I found myself getting really horny. We were long distance at the time, so we weren't able to be physical, and I guess I was extra pent-up. I pulled out my dick and started stroking myself as I listened to her tell me the details, feigning anger the whole time so as not to give myself away. She'd had a phone call with her childhood crush and he kept telling her how hot she was and how he always jerks off thinking about her. She slipped her hand into her panties and they jerked off together in silence, breathing heavily as the only evidence that they were both actually doing this. I came so hard.
I don't remember how I learned about cuckold porn or what search terms I would've used. This was over 20 years ago. It wasn't until my current relationship, actually, that I learned that I was actually into cuckolding, as initially I considered my kink to be hotwifing because I wasn't into humiliation or cheating or anything like that. That first gf and I would have phone sex and it would always be fantasizing about her with that same crush. Eventually we moved in together. We shared a blog where we wrote about our fantasies and explorations. I suggested that she cyber with random guys online. She really liked that and found some that she was into. Eventually she regularly talked with one guy. They ended up talking on the phone and having phone sex. She developed feelings for him. We tried a few times to fuck while they cybered. Later on she flew all the way across the world to cheat on me and fuck this guy for real.
She cheated on me so many times. The childhood crush visited her at one point. They kissed and he brought her back to his place where she sucked him off and he fingered her before they slept naked together. He was uncircumsized, and ever since she told me about that experience, seeing uncut cock in porn has done a little extra for me! After every time she cheated, she apologized, felt bad, and I got angry, and we'd talk about it. But inevitably, we'd end up dirty talking about these encouters while we fucked or had phone sex. The day after she sucked off her crush, she sent me a text at work: "You like that im a dirty little slut dont u? You like that i had a hard cock in between my tiny pink lips. That i licked his huge balls while he moaned and pushed my face down onto his shaft..." Fuuuuck. I actually made this into a cuck captioned pic over a decade ago and I ocassionally see it surface in my feed: https://captions.hotwifecaps.com/memes/ ... 1655710546
At one point when she was upset with our relationship she fucked a friend on an almost daily basis for weed, kissing and letting him finger her. And then I also found out that she sucked off her best friend's boyfriend and grinded her ass on his dick in bed. I'm probably forgetting other times that she cheated too. Eventually we broke up.
Between then and my next long-term partner, I sucked my first dick. I was so bad at it, but also he was massive, like 10" maybe? So I couldn't get much into my mouth. Super hot though.
For all of my following partners, I would divulge my "hotwifing" kink pretty early on in the relationship, like, maybe a month? Maybe sooner? I don't remember how it first materialized for this next partner, but eventually we were also long distance for about a year. In that time she developed feelings for a friend. She got so fucking horny for this friend, that just being around him made her panties soak right through. I'm not exaggerating -- she had to wear a pad just to absorb her pussy juice so that it wouldn't soak through her pants! Eventually she told him about it and said that I was okay with it if they fooled around (we'd discussed this). They went to a club and danced, grinding his hardening cock against her ass, through her short skirt. We'd kind of established rules. He asked if he could fuck her and she said she wasn't allowed.
Then later, she kept feeling shitty that she couldn't go further with him so I agreed that they could do anything but kiss and fuck. They found a public bathroom and she got on her knees and sucked his dick. He came in her mouth and she said that she'd take pics for me, so, with her mouth full of cum, she wrote on her phone "Can you take a pic of your cum in my mouth for my bf?" He wasn't cool with that, but I did get pics that he took of her ass and pussy in that bathroom. Another time I agreed that they could fuck, so they drove off to some abandoned parking lot and she rode his cock in the back of his car. She sucked him off and he fingered her cunt. And then the culmination of everything was when finally I agreed that she could do whatever she wanted, she should just get a hotel room that I would pay for, and fuck him as much as she wanted. They did. He fingered her to a 30-minute-long screaming orgasm, the best of her life. She loved that he was leaking precum all over her thigh while doing it. I texted at one point to ask if she was okay since I hadn't heard in a while. She answered shortly after saying that they'd just finished fucking -- it was so hot to imagine that while I was texting, he was inside of her!
Shortly before we broke up, as her birthday present, I had secretly planned with this guy friend of hers to sneak over to our place, and show up unannounced to fuck her in our bed. Because he wasn't into my involvement at all, I said that I would go out until one of them texted me, with no time restrictions. I had a letter that I'd written to explain to my partner, for the guy to hand to her when he came over. This fell through though because of the aforementioned break-up.
We broke up because she cheated on me with a second guy. I never got closure on this because I was so encouraging of her to play around, but I guess the limitations of having rules was too much for her and she just wanted to do whatever she wanted when she wanted. So while she told me about this guy and fooling around with him, she didn't tell me everything, and I had to find out about it by accident in some text or something. She was at his place, and he showed her some porn as a joke. She got horny and texted me asking if she should proposition him and let me watch. He also wansn't into any involvement with another guy. One time she said that he could jerk off for her. He lay on the floor and stroked himself but didn't want her to watch, so she turned around, bent over, took off her soaking panties and tossed them to him. He sniffed them as he stoked his cock, and she rubbed her pussy for him until he came. The way she described it made it seem like she was kind of across the room, but when she re-enacted it for me, she was standing right over my face, asshole spread, and pussy dripping on my chest! Hold fuck!
When I found out about the cheating, it was basically her fucking him pretty regularly whenever he wanted. When I confronted her and said that she had to choose between him and me, that she would need to stop seeing him, she chose him. Devastating at the time, though super hot in retrospect...
My next long-term had experience as a sex worker. She never cheated as far as a know, but she was really fun. She suggested things like taxiing over to my place and paying the driver with a blowjob, or continuing escort work for fun. I kept telling her how I got so fucking hot thinking about her with her exes, of which she'd told me many stories. So at one point she was kind of horny for one and asked if she could mess around. She went out to a club and danced with him and some friends. After her friends left, she grinded on him, kissing, and letting him touch her pussy and ass through her pants in public, for like 20 minutes straight. She came home to me right after and I got off on kissing his taste from her lips (I couldn't actually taste him, obviously, but the thought was so hot.)
The main event in this relationship was with another of her exes. She went to a bar to flirt with him. I was horny at home, jerking off, and I said that if they fucked if she could record it for me. She said that she would need to explain hotwifint to him then. So she did. He asked if he could take her home. Instead they came back to our place. He had to leave to go get booze and a condom, but when he came back, we were half naked in bed making out. He came right in and started taking his clothes off. I get her naked and peeled off her panties, turning her around to voraciously eat her asshole in front of him. I turned her around and spread her ass cheeks: "Do you want a taste?" He eaglery came in and starting lapping my spit from her anus while I sucked on her breasts. They moved to the bed and started fucking while I stood and jerked off while watching. When she told him to put on a condom, I took my chance to get into cuckold 69, under her so that I could get the best view of his cock sliding in and out of my girlfriend's pussy. It was fucking amazing and I licked his balls and her clit with every thrust into her. Back on top, I tried to stretch her ass out, hoping that we could DP her, but she was too tight, sadly. A year or so later she begged to let me arrange for her to be gangbanged, but sadly that never happened either. Anyway, he also asked if he could suck my dick. And then, later when they were fucking again, he told me that he wanted me to cum on her face so that her could eat it off of her. I jerked onto her face while he fucked her missionary and he did just that. I don't think he liked my taste though lol.
Another time, when were were on a bit of a break, she met up with him again, but with one of his friends! They double-teamed her, i forget if spitroasting or not, but definitely at the same time. Super fucking hot. We ended up breaking up for reasons unrelated to cuckolding.
I also sucked off another guy during this relationship. We had him over and I got on my knees and licked and sucked him off. I've sadly never been able to make another man cum, but then I stripped the gf in front if him, she sucked me to hardness, and then I fucked her doggy on the couch in front of him, she moaning as he jerked off watching. I whispered in her ear if she wanted his cock in her mouth while I filled her from behind, but she didn't feel comfortable with it in the moment. He high-fived me midway through pounding her cunt lol.
Then I met my current partner. Again, I brought up hotwifing pretty early. She introduced me to all sorts of things. Looking back, my hotwifing kink was so tame compared to what I'm into now. She introduced me to chastity, and humiliation, and femdom, and small penis humiliation. She was also into watersports and got off on me engaging with that.
Our big thing was that we started writing erotica for each other. This turned into an ongoing series based somewhere between reality and fantasy with her ex as her bull and me as the cuckold. It got more and more depraved over time. At one point she actually emailed back and forth with her ex IRL, saying things like, "I remember that you wanted to do me from behind. I think about you every time that my bf fucks me doggy." So hot. He was really into it, but eventually he got into a relationship and stopped communicating -- that was really sad.
But the erotica carried on. I ended up basically a femdom slave. He moved in and took my place in the bedroom. Then I was leashed and caged, with a cock sleeve over my tiny dick, only it was humiliatingly in the shape of a dog's dick, subhuman. I had to service all of her friends, getting raped and used whenever they wanted. I loved being called faggot cuckold, or bitch, dog, slut, pig, whore... I regularly cleaned her and her new boyfriend, eating his ass and sucking the cum from his soiled briefs. I was berated and bullied and then learned that I was finally turned on by the bullying that I'd seen in cuckold captions for years but never understood why anyone would be into that. The humiliation of the dog dick also put me down a zoo path that was exciting in how degrading it was but I won't go into here.
Anyway, this all got too intense for her, she lost interest in all of these kinks that she introduced me to, and here I am, now, stuck with these perversions that I can't currently share with anyone. But I love it a lot, and I spend my alone time jerking off and continuing the erotica on my own.
