Becoming a cuckold. A trip to NYC with my college girlfriend [MMF]

This is one of my first real posts on reddit in years. I don’t know what compelled me this morning to write this, but I just wanted to get my story out there because I think others would enjoy hearing about it. As you all know, once something like this happens to you, it’s hard to go back.

My first college girlfriend and I were both 19 and had been dating for about six months. We had a great sex life, fucking nearly every day, but hadn’t done anything all that kinky outside of rough sex and some light dirty talking. She was a spunky little brunette, slender, young, tight and perky, and with a clit that would swell up like crazy when she was horny (to this day have not come across another girl with a clit like that. it was awesome). She had a super high sex drive and I could hardly keep up with her. In the back of my head I knew we were never going the distance, since she was kind of out of my league, and I was sure she would want to try other guys on for size in college. Wee were only sophomores after all.

Anyway, we went to school not to far away from NYC so one day we decided to take a day trip to hang out there. Being young, dumb, and full of cum, we went to the Museum of Sex, because of course. If you ever get a chance, I recommend checking it out. Afterward, we went to a bar nearby (or actually I think it was in the Museum?) and to our underage delight they didn’t card us. Obviously, sex was on our mind, and we were talking about one of the exhibits, when a man a couple seats over asked us how we enjoyed the museum. We got to talking a bit and he bought us several drinks which we of course loved. He was older, said he was 35 but could have been easily in his early 40s. Was fit, had great hair, and was very tall, several inches over six feet, towering over both of us. He was handsome as all hell and a very smooth talker. He had moved over to the chair closest to my girlfriend. He had total control of the conversation, was clearly very experienced at picking up women, and seemed to have her on his finger. Being so young, I had no idea how to react and was just enjoying the drinks, so I let it continue.

At a certain point the dynamic totally switched. He was turned to the side facing my girlfriend, and her body slowly turned more and more toward his direction until I felt like the third wheel. Then, he asked her what her favorite part of the Museum was and she said something about the dildo exhibit, which had basically a whole history of sex toys from ancient to modern. He then asked her tongue-in-cheek, “See anything you like? What do you use when you need more than what he can give you?”

I was completely astounded. She turned beet red, as did I, and jut laughed nervously. I’m not a very confrontational guy, and I had no idea how to respond. In a panic, feeling like I should stand up for myself or say something back, all I could muster was a meek laugh and a “aw c’mon.” I knew at that point I was in trouble. I was just humiliated by this guy, in front of my girlfriend, and had just laid over, willingly. I could feel my dick begin to twitch in my jeans in a way I had never experienced. But it felt right, even if I didn’t realize it at the time.

He invited us to go to another bar and my girlfriend immediately responded yes, so that was that. It was only the late afternoon but we were very drunk. It was a really hot day so Mindy was wearing a sundress that was just barely covering her ass, and I just remember staring at it as I tried to dodge Manhattan foot traffic and always ended up getting caught behind the two of them who were walking side by side and chatting. At one point he actually turned around, looked at me, and said “you gonna be able to keep up?”

The second bar was way too expensive for us college kids, but he continued to pay for our drinks. I had resigned to being the third wheel as the flirting continued, noticing how his feet were on her bar stool. I could barely contribute to the conversation even when I tried. I was nervous to go to the bathroom and leave them alone, wondering how far this would go. When I came back, I said we should probably start heading out if we want to catch the next train and get back at a decent time but Mindy said that Paul wanted to have us over to his place because it had a great view of the skyline. So naturally, we go to Paul’s, and it’s an extremely nice condo with amazing views.

We have another couple of drinks at his place and it’s clear that Mindy is at his beck and call. No matter what dirty jokes he cracks, no matter how crude or inappropriate, Mindy never indicates that he’s gone too far. Just keeps giggling and flirting. At one point, he asks off the cuff, “So Mindy would you call yourself a good girl or a bad girl?” “A good girl!” she replies.

We’re sitting on the couch next to each other and Paul says, “Jake, are you scared of your girl man? You look like you’re at a middle school dance!” I sheepishly put my arm around her and he says “No no no c’mon man.” Grabs my other arm and places it on her bare thigh. Mindy laughs, “that’s better!”

Immediately taking advantage of the situation Paul says, “Don’t be afraid to give her a kiss!” And I go in for a small peck, only to be met with Mindy’s i’m horny kiss. Her legs come uncrossed and I slide my hand up her thigh instinctively to discover that the crotch of her panties is entirely soaked. I’m incredibly drunk but still nervous.

Paul sits down next to her and she turns her head. He doesn’t ask, just puts his hand on her chin and leans it with a heavy kiss. His hand meets mine at her soaked panties and she lets out a soft moan.

As always, he takes the lead and slips his hand through the side of her panties. I can’t see it under her dress, but I can feel Paul’s fingers making their way into her. She turns and starts kissing me again, and as she does, she’s letting out little moans from his fingers. My hand is grabbing on the outside of her pussy, holding her groin tight, but is totally blocked by Paul’s. My eyes are closed as I’m kissing Mindy and he suddenly pushes my hand away. When I open them I see another man starting to take off my girlfriend’s panties. You know when girl’s lift up their butt a little so you can take them off? The little green light saying yes please? I will never forget the moment when her hips shifted forward and her panties slide down to her ankles. At this point, I’m thinking I’m having my first threesome. MMF was not exactly what I had fantasized about, but there I was.

Paul asks me to grab the condom’s in the side table next to me, and as I look for them Mindy’s dress falls to the floor and she unbuckles his pants. I awkwardly place the condoms on the coffee table. Feeling awkward, I go ahead and take my own pants off as they make out, and Mindy starts to put her hand on the outside of his boxers. She must have noticed I was feeling left out, because she turned around and started making out with me again, while Paul’s hands were still doing things between her legs.

Here’s where it started to go wrong (or right) for me. I had never experienced whiskey dick, or had any issues getting up at that point (ah to be so young) but the combination of the nerves and alcohol had apparently totally thrown me off. The drinks Paul had given me at his place seemed exceptionally strong, maybe on purpose? Anyway, she pulls down my boxers and my already very modest four and a half incher (when hard) is barely at half mass. I’m turned on as all hell, but even her hand can’t get it going. I turn bright red.

Paul scoots closer to her and his cock his bulging out of his boxers. She turns toward him and slips her hand down on him. I’m kissing her neck, peering out the side of my eye to see what he’s got. Her hand grasps his thick and ready cock, which even if I was hard, was easily twice as thick and probably 3-4 inches longer. I’m mortified. There’s a feeling of tension in the room that goes unsaid. There’s clearly a man on one side of her and a boy on the other.

Mindy tries to help me out, lowering her mouth on me to try to work it up a bit while Paul eats her out. My eyes are closed and I’m trying to concentrate, but I can tell Mindy is getting tired of trying as she puts less and less effort into the blowjob. “Sorry” I whisper, “It’s ok baby.” I feel completely pathetic, but also so turned on.

A threesome where one guy can’t get hard isn’t really a threesome. Mindy is sitting between her limp dicked boyfriend and a total stud prepared to mount her. What was I going to do? Paul doesn’t ask, he just puts her up on all fours as Mindy is still facing me. Her body resists nothing. There’s no hard feelings necessary. It’s nature taking its course. She needs this. Her head collapses into stomach as he grabs her hips and thrusts forward. I look over and see the condoms still on the table.

As I played with her nipples and tried to be “involved” I notice how different her moans are. She loved to moan during sex, but these are higher pitched and louder, like nothing I had heard before. I reach down to feel her clit, fully swollen, with Paul’s testicles swinging into my hand as he thrusts in and out of her. I feel completely overwhelmed feeling this full grown man just have his way with my sweet little girlfriend. Mindy’s hand strokes my still half hard cock and the built up tension of being humiliated and emasculated all day explodes on my stomach.

Paul continues to rail Mindy to kingdom cum. He flips her over and now she is leaned back between my legs, my cum sliding all over her back, and Paul mounts her standing next to the edge of the couch. It’s basically the exact position almost as in the handmaid’s tale. Mindy can tell how kind of fucked up it is and even suggests a different position, but Paul doesn’t reply and just starts fucking her until she can’t talk anymore. As he thrusts, her body oscillates up and down between my legs. I feel her body tense up as she comes to climax, once, twice. I’m so drunk, maybe drugged, but I can’t help but stare, my cock getting half hard once again, Mindy knowing now just how much I’m enjoying the show. It all begins to feel so right for me, like this is exactly my place in the sexual hierarchy. Paul pulls out just in time, and releases himself on her stomach. They collapse on the couch and I go and get us all some water.

After some chit chat, Paul suggests we get some shut eye in his king sized bed. I want nothing more than to crash and Mindy is clearly worn out too, so we agree. As he’s cleaning up in the bathroom, Mindy turns to me in bed and asks “Are you ok? I’m sorry this got a little out of hand. We can leave if you want.” She was kindly offering me an out, but I couldn’t look in her eyes and say that we should leave. It was clear she wanted to stay. We fall asleep with Mindy between us.

I wake up in the middle of the night to movement in the bed. I turn around half awake and see Mindy’s eyes rolled back in her head, Paul is fucking her in the spooning position. I’m too exhausted to say or do anything so I turn back around but can’t get back to sleep. I lay awake listening to her soft moans but then I hear some whispers and can’t make out what they’re saying. “…girl” “daddy” “good girl” it gets louder and louder. They change positions but I don’t look, just listen. It feels like he’s trying to push her into me on purpose. “Louder” he says.

“I’m a good little girl daddy” she replies at a loud volume and he smacks her ass.

I’m paralyzed. She’s never dirty talked like this. I never heard her say anything like it.

She keeps saying it over and over to the point where it’s obvious I would have woken up and he’s basically yelling at her to say it louder. I turn around and her eyes meet mine. she barely manages to get out an exasperated “sorry” before she turns her head to look away.

I scootch closer to her to try and kiss her but Paul just lets out a stern “No.” and I recoil. I turn back over and listen as she keeps saying it over and over and as his cock slams into her pussy. Her talking stops and I hear her sucking him off and some choking. I cum in my own hand and fall asleep.

When I wake up Mindy is still passed out but Paul is nowhere to be found. I wake up Mindy because it’s nearly noon at this point and I had been awake already for a couple of hours and letting her sleep. “We should probably get out of here” I say. She sheepishly agrees and slowly walks into the living room, naked, to get her clothes. As we walk to the train, we stop at a duane reade to grab Plan B.

Me and Mindy broke up by the end of the year. She never cheated on me again (that I know of) but it was clear that she was onto bigger and better things, and guys. We talked about Paul and I even had her bring me to orgasm a few times as we reminisced. After we broke up, it consumed my thoughts. I would never be the same. I became a cuckold that day, and it’s all I ever want now.

Source: reddit.com/r/gonewildstories/comments/hpztj4/becoming_a_cuckold_a_trip_to_nyc_with_my_college