I lived in Miami over ten years ago where I was married at the time. Sadly, Miami in the early 2000’s (maybe still today, IDK) was a sex crazed place where hookups came easily, even if you were married. While down there I was working at a restaurant while doing my undergrad.
My wife also worked in the restaurant and had become close friends with a Colombian girl who we will call “Ximena” for purposes of the story. Ximena was about 5’3″, 95 pounds (seriously, she was a rail), long limbed, and with a face that was often compared to Penelope Cruz. Ximena had a personality that would move in and out of “shy good girl” and “flirty vixen” rather seamlessly, but she was never really anyone who I even considered an attraction to because of her friendship with my wife and because she wasn’t exactly my usual body type.
Some time later, my wife moved on from the restaurant and got a ‘real job’ while I was finishing up school. During this time Ximena and I had grown closer, mainly because I was the only guy in the restaurant that wasn’t trying to fuck her (ironically). She would often do little flirtatious things with me, like give me a hip bump whenever she walked past, she was always touching me in little ways.
At the time, there was a strip club close to the restaurant where we worked and this strip club had an “Industry Card” where you could get free entrance to the club and $2.50 well drinks Sunday through Wednesday night. This strip club became one of our frequent stops for an after work drink, and we often had mixed groups of people 5-15 in their early 20’s going to the club. In the past, I had a few drunken makeouts with some of the other women who came along, but Ximena never went. She wasn’t much of a drinker, and really wasn’t much in to the after work party scene at all. I would constantly joke with Ximena about coming to the strip club with us after work, but she never would. One night I was finally able to convince her to join us.
We got to the strip club and she immediately went in to the “shy good girl” part of her personality. She seemed a little uncomfortable and was either by herself or chatting a little with another girl that was there. I was drinking and having a good time socializing at first, but shortly moved over to hang with Ximena as I felt like her enjoyment was my responsibility since I had convinced her to come in the first place.
The two of us sat and chatted about nothing in particular for a little while, until I finally started trying to get her to loosen up. We were joking and finally she started smiling and having a good time. It was at some point here (a little bit of a drunk fog, sorry) that I convinced her to get a private dance with me.
Now, before you all start to decry “BULLSHIT” about this part of the story, this is as good time as ever to tell those of you who don’t know about the strip club scene in some parts of Florida. This is an industry that varies significantly from one region of the country to another. In my former home town, strip clubs have been outlawed and are now replaced by “bikini bars.” Where I currently reside, strip clubs girls all wear pasties over their nipples and there is a strict no-touching policy everywhere you go. Compared to the strip clubs in Florida, these places are an absolute joke. This is why I don’t go to strip clubs anymore, I’ve been completely spoiled.
The strip clubs in Miami are the absolute greatest. The first time I went, the most beautiful black girl I have ever seen hung out with me for a good half our, had a couple drinks with me, then we went to the private room where she reached in to my pants and adjusted my cock so she could grind me out more effectively. I was hooked. At my bachelor party we went to a seedier strip club where a buddy of mine paid a girl to give me a blowjob in the bathroom. As a former bar patron of mine once said of Florida strip clubs, “they don’t get their dollar if I don’t get their titties in my mouth.” Point made.
So, Ximena and I go in to the private room with a very tan latina girl who’s got nice fake tits, a firm body and tan lines all over the place. The room costs $20 per song, and the first song comes on. Ximena is sitting next to me on the bench and we’re both watching the girl. Ximena is giggling a little but I sort of lose track of her because STRIPPER. The stripper is grinding on me, has her tits in my face and I look over at Ximena who’s starting to look a little devilish.
The first song ends and the stripper asks me if I’d like another dance, I say “ooooh yeah” or something to that effect, excitedly, and the girls both giggle. Ximena and the stripper are chatting briefly, complementing each other, the stripper asks if we’re a couple and I say we’re just friends.
Song two comes on and it’s more of the same, I look over at Ximena who has the same look on her face and I grab her hand, placing it on the strippers firm breast. Ximena moves in closer to me and we’re now sitting closely side by side, the stripper is grinding my cock, Ximena is rubbing the stripper’s right breast and I’m rubbing the stripper’s left. The stripper then turns around and pushes our faces together and Ximena and I start making out passionately. Our hands are all over each other and the stripper is still grinding on me.
Songs 3, 4 and 5 are a blur (if there were even that many). All I remember was spending $120 and I’m a good tipper, so maybe 4 dances with a nice tip? Who cares. Once Ximena and I started kissing any memory of the stripper faded.
Ximena and I walked out of the private room holding hands, and quickly remembered that we were about to join a few people who knew that I was married so we kind of had to hit the reset on our display of affection. This was nearly impossible. For the rest of the evening, Ximena and I were like glue. Every 10 or 15 minutes we’d get up and disappear around a corner making out so no one would know (most everyone knew). This probably went on for an hour or so before we left.
Ximena and I got dropped off back at work to get our cars by a fellow co-worker. She sort of started acting as if nothing ever happened and started walking back to her car, but as our co-worker drove off she turned around and headed straight for me. We kissed again, and she said “we can’t stay here, do you have anywhere to go?”
I couldn’t get a hotel because of the credit card info and I did have to go home eventually, so we got in my car and I pulled behind a veterenary clinic (!!!) around the corner from our job.
We parked the car and started making out, more intensely than before. As intensely as I have ever kissed anyone before. She starts rubbing my chest, kissing my neck very lightly and whispering in my ear “you are a big boy, you are such a big boy.” She rubs my nipples a little and starts rubbing down the inside of my leg a little. I’m kissing her neck and licking her ear and saying god knows what, all I can think of is what she is whispering with a sexy little high pitched Colombian accent.
Her hand makes it’s way to my cock which is hard and constrained by my jeans. She’s still whispering and says to me “there you are my big boy.” She keeps rubbing my cock on the outside of my jeans and repeatedly whispers “you want to show me, don’t you?” Who knows what the fuck I said in response, I would love an audio tape, because even more than the visual of this beautiful girl, the most sensual memories that I have of this experience are the words that she said.
I unzip my pants and she takes off her shirt, she now has her hand around my cock through my boxer briefs and she acts a little shy. I start licking her nipples and honestly, she was almost completely flat chested. Again, not my usual body type, but we are what we are and she was gorgeous.
We’re all limbs reaching here and there in the passenger seat of my now steamy car. I’m sucking her nipples, she’s alternating with her hand on my cock, my chest, and my face where her other hand rests firmly planted to my cheek as she is kissing me.
She takes off her pants and is wearing a sort of shiny, gold metallic looking thong. I reach behind her and start rubbing her ass, moving in concentric circles closer and closer to what I want, all I want. When I take control she goes quiet, moans lightly and releases steamy nothings in my ear.
I pull her thong to the side and lightly play with her pussy. I’m usually fairly aggressive, but she’s so tiny I worry about going too far so I tread lightly. I’m 6’2″ 250 and sort of “country strong” or “burly” and there is nothing to this woman, I’m constantly holding back.
After lightly touching her I put a finger inside, she’s ready for it and she’s ready for more. She reaches down and pulls my cock out, finally, and starts stroking. She leans in for a kiss and whispers in my ear “are you ready?”
She sits on me, slowly, let’s me in as far as she can take. She leans in again and says “it’s all for you” over and over as she slowly slides up and down on me. I can only fit about 3/4 of the way inside of her. She keeps sliding, slowly at first, but I now grab her hips as she straddles me with her legs and lift her up and down. She’s like a sex toy, I am controlling her completely and bouncing her up and down. Completely inside now, I feel like I’m going to blow so we slow down.
We’re adjusting, trying to find a way for her to grind me in the passenger seat of a car. Finally, she has her feet on my shoulders, her legs together, and my cock insider her. She’s sliding forward and backward with me inside and it doesn’t take her long at all, her face turns bright red, she quivers a little and moans and she’s done. Completely, one and done type. She lays almost motionless for a good 10 seconds then looks at me and says “I needed that.”
Another few seconds passes, she catches her breath, kisses me again and says “do you want me to masturbate you.” Why not.
I’m laying in the seat and she’s laying by my side, I don’t really know how she’s comfortable but then again she’s almost literally 1/3 of my size. She starts in with the whispering and sweet little kisses on my neck again and I am a goner.
I come all over the place, and I have to clean this shit up before I go home. It’s on my pants and shirt, on her, on the car door and floor and seat. Christ.
We clean up, kiss again and chat. It feels special, but… I’m married, to this girl’s close friend. There’s lots more to this story that I’ll probably never tell, some of it /r/gonewildstories worthy but it promptly careened in to /r/lifedrama with a little /r/trashy mixed in.
But even with all of the eventual crazy, this night made everything worth it. I hope you enjoyed, I’ve been reading this sub for a few months and wanted to contribute one of my experiences in return.