For people that have never lived here, it’s hard to fully grasp, but there are pockets of New York City that feel like small towns. Despite hundreds of thousands of people passing through those pockets regularly, you end up finding your regular spots — and the regulars at those spots become people you know pretty quickly. There was a bar like that for me, years ago, in Williamsburg. It wasn’t a particularly popular one, but had friendly bartenders who poured generously, kept packs of communal cigarettes behind the bar, and did a very good job of convincing the assholes who had just begun to infiltrate Williamsburg that they weren’t particularly welcome there.
During the years I lived in Williamsburg, if I had nothing better to do on a given night, I was usually at the bar there, reading, or watching Jeopardy and bullshitting with other regulars. Maria was one of those regulars.
She’d just moved to New York from LA. She did something boring for work, and so did I. So amongst that crowd — most of whom were artists or writers or comedians or some other such interesting thing, we stood out as having our shit together. I think she was a year or three older than me, but honestly, I’m not sure it ever came up even though we dated for quite a while. For us, dating kind of just meant that we fucked each other quite a bit, ate meals together, and didn’t ask questions about what happened when we weren’t together. Truth be told, I think we liked fucking each other so much that neither of us had any interest in complicating that with anything else.
And we fucked each other extremely well. Maria knew what she wanted and asked for it. It’s an amazing trait — not just in bed. More people should be that way. And she was so thoroughly sexy that it was disorienting. She was short — maybe 5’2 tops, with short, black hair that she could barely tuck behind her ears. Her eyes were big and expressive, and she had full, thick lips. She was Mexican, but almost nobody ever guessed that, but once you knew, the features, and her plump ass and tiny perky tits, and dark nipples made perfect sense.
And she also happened to be extremely kinky. The first night we fucked, after vaguely rough, but mostly vanilla sex, she immediately opened up about what turned her on. She was a study in extremes; on a given night, she might be in a desperately submissive mood. And when that was the case, she liked having her asshole fucked raw. She wouldn’t allow lube — just spit and her cunt’s wetness spread across her tight little asshole. She liked being pinned down, and having the dirtiest nothings whispered into her ear. When I fucked her right, she’d beg for my cum on her face. In her mouth. And she’d admit to desires you’d never expect to come out of the mouth of a prim and proper accountant with a fancy degree.
Other times, Maria was in charge. Fully. I’ve been with plenty of women who switch. Often, their version of dominance feels like behavior learned from male fantasy. That was never the case with Maria. For Maria, control was about using me to get exactly what she wanted. And what she wanted most of all was to watch me with another man.
It wasn’t until years later, well after we’d broken up, that it happened. I got a text from her out of the blue. And Maria wasn’t the sort to mince words or exchange a ton of pleasantries. She was direct. She was dating somebody new, they’d been talking about her fantasy. She’d shown him my picture, told him about our past, and wanted to know if I wanted to grab a drink that night.
At the bar, the same one Maria and I met in, they were in a booth in the back. I grabbed a drink and joined them, sliding in next to her new boyfriend, Ryan. I don’t remember it being awkward, though I’m sure it was. I don’t remember any small talk, though we must have talked about something. I remember my first glimpse of Ryan. It’s always interesting to see who exes end up with. He was tall and slim, with dark hair, and a scruffy beard. He looked like a dude you’d pay to be an extra in any movie about Williamsburg. After a drink or two, I was surprised how into him I was.
I don’t remember how we decided it was time, but I’m sure it was Maria who decided. She was in charge, and both Ryan and I were at her whim. And not because of some unstated agreement to submit. Because all three of us were immediately on the same wavelength the moment I sat down. In fact, there was a moment there when Maria had excused herself to head to the bathroom, and Ryan and I spent the time she was away basking in how sexy she was. We’d both been part of this exclusive club, and we were proud of it. She was beautiful. Everybody who fucked her spent time, I’m sure, puzzled over their dumb luck. I know I did.
Maria liked the word faggot. In any other context, it’s a terrible word. In this one, it carried the exact sting it was intended to, the exact degree of degradation. Before we left the bar, Maria looked across the table and said “Are you two ready to be faggots for me?” It struck a chord with me. It may remain the single hottest thing anyone’s ever said to me. There was a look that went with it, an expectation. An understanding. She knew she was helping to unlock something in Ryan and I. Ryan turned bright red. He bashfully said yes. So did I.
In Maria’s apartment, Ryan and I sat down on the couch next to each other. Maria sat in a chair facing us. She started talking to us, setting expectations. Telling us about each other. She knew a lot about both of us, things we’d confessed to her. Ryan had had an experience with another man in college. So had I. We both liked hearing about her with other men. We both fantasized about sucking cock. Ryan’s fantasies were dirtier than mine. He wanted to be fucked by a man. I mainly just thought about the feel of a cock in my hand, or mouth. He wanted cum on his face. Or, most of all, to lick Maria’s cunt clean after it was filled with cum. I hadn’t considered any of those things before.
Maria asked us to undress and we did, but stopped at our underwear. He was wearing regular boxers. I was wearing boxer briefs. I couldn’t tell if he was hard, but the outline of my hard cock was fully visible for the two of them. I kept catching Ryan glancing at it, and being on display like that, being objectified, turned me on more. Eventually, Maria insisted we get fully naked. We both slid our underwear off. We sat there next to each other, naked and hard, while Melissa watched quietly, fully clothed. I knew how long she’d wanted this. I recognized a look in her eye I hadn’t seen in years. How much she was enjoying this egged me on. I loved her pleasure.
The details and order of things are blurry. We started by stroking each other, and while we did so, Maria started to undress. She was becoming more turned on, and had started touching herself, her hand slipped down the front of white panties. As she did so, her requests became more frequent. Less suggestions, and more demands. She told us to kiss, and we dove into each other, immediately making out aggressively. His tongue pressed against mine and into my mouth. There was, I think, a tiny bit of aggression from both of us, aggression that was begging the question of who’d be the top. Which role we’d play. We knew it wasn’t fully up to us, but somehow, there felt like we were challenging each other. That’s always there in threesomes with multiple men; it’s not always super apparent, but it’s there. A little bit of a battle. A question of virility. Later, reminiscing, Maria told me that Ryan was intimidated by my cock. I was bigger than him. A lot bigger. And he knew I was going to fuck his girlfriend. He knew I already had.
Maria decided for us. I knew she would, and I knew she liked the control over the person she was dating. Ryan and her were way more serious than she and I had ever been; they were in love. They’re married now, in fact. I knew Maria well enough to know that the dynamic she loved most, the thing that she got off to when she was at her most depraved, involved watching people degrade themselves for her. And that it was hottest when the connection was strongest. I knew I was just their guest star. That they were using my big cock. I was effectively a prop.
Ryan started sucking my cock. First, he leaned down, and I was still able to stroke him. But before long, he got on his knees in front of my to really focus. Maria came and sat next to me for a better view. She leaned in close to watch. She whispered things to him that I couldn’t quite hear. It was hot watching this private moment. Occasionally, she would stare up at me. A few times, she kissed me.
She ordered Ryan to get her ready for me. He licked her pussy for a minute or two, and then she stood up and straddled me, lowering herself into my cock. She slid me inside of her, and started riding me slowly. This was always how she liked to get started. Her cunt was tighter than I recalled. I felt Ryan’s mouth on my balls. Occasionally, Maria would lift herself up, letting my dick slip out, for Ryan to take into his mouth.
We headed over to the bed, and Ryan laid down. Maria bent over, and presented herself for me. Her head was positioned perfectly to suck his cock. But she didn’t. I started to fuck her roughly from behind. I always fucked her hard. But with Ryan looking on, I fucked her harder. I wanted him to see what a whore she was for me. I wanted to fuck her better than he could. I wanted him to feel a mix of insane arousal and insecurity. I fucked her like that for a long time. I could feel her cum twice. She clutched at the sheets. She was disheveled and sweaty. I’d been holding back, but let myself go. I filled her with cum. I could feel the pulses of each spurt stretching her. I knew it was a huge load.
Maria collapsed onto the bed, laughing and smiling and I laid next to her. She started kissing me, tenderly. She put her hand on my face and looked into my eyes. She kissed gently, but intensely. She told me how much she loves fucking me. That she missed my cock so badly. Ryan was sitting next to us watching uncertain.
Maria looked at him and said “I know what you want. Clean us up.” He eagerly got in position and took my now softening cock in his mouth. I got instantly hard again. He licked my cum off if it; tasted Maria on me. And then he moved on to her. At that point, a lot of cum had started to drip from her. He buried his face in her pussy and licked her for the next 30 minutes. I laid next to her, and we made out. Occasionally, she’d stop kissing me to praise him.
She came again.
At that point, she and I were pretty exhausted. Ryan hadn’t cum. He begged her, and I realized this was something they did often. She kept asking what he wanted. First, he told her he desperately wanted to fuck her. But she told him she was too sore from my cock. Then, he said he wanted to be sucked off. But she told him he was the cocksucker tonight. Then, he asked if he could jerk off. She said yes, and he started stroking his cock staring at us. It was hot being watched that way, and she ended up going down on me, to give him a show. He finally came, a spurt of got cum that landed on her thigh and my leg. He went to the bathroom to get cleaned up, but by then she and I were getting into what we were doing. By the time he got back, I was inside her again. She was riding me gently, much more passionately then before. We were kissing deeply, and she was telling me she missed my cock over and over. Eventually, I flipped her onto her back and started fucking her missionary. When I came, I did so on her mouth and face. I knew she loved that.
She got up and went into the bathroom and Ryan followed. They were in there for quite a while. The door was closed, but I could hear them arguing a bit. I realized there was a good chance things were going to be awkward. I thought Ryan had second thoughts. Or that things had gone too far. She came out of the bathroom and at that point I was dressed and getting ready to head out. Ryan followed after, still naked. He looked a little ashamed. He said something like “that was fun” and then told me Maria wanted him to ask me something. He was embarrassed and shy, which was odd given what we’d just done together. He told me Maria wants to keep seeing me on the side. That she was reminded that she loved fucking me, and wanted his permission to see me whenever she wanted. That’s what the argument had been about. He stood there naked, and asked me if I’d keep fucking his now wife.
I agreed. She and I saw each other regularly. Ryan never joined again, but I know he’d often clean her up when she got home. They live in Los Angeles now, so I don’t see them anymore. But sometimes he sends me DMs on Instagram about how she misses me. I know he’s jerking off as I tell him I miss her, too.
Source: reddit.com/r/gonewildstories/comments/mu8zi1/mmf_bicuckold_play_with_a_couple
Great story. Really well written!
>So amongst that crowd — most of whom were artists or writers or comedians or some other such interesting thing, we stood out as having our shit together.
brilliant, lol
Sounds like a she was one of a kind! Shame he wasn’t braver to explore.