What’s your gender? Man
How old are you? 32
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? South Florida, USA
Highest education received: College degree (eg., BA, BS)
What’s your occupation? IT
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 50, 55-60 if counting oral
How many hookup stories have you here posted before? Dozens

Michigan Girl Introduced to the Miami Beach Life

How long ago did this hookup happen? Age 24

What was your relationship status at the time? Single

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? For less than a week

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? I had joined a dating site with the intentions of finding someone to have a long term relationship with. But while searching, I wasn’t turning down what looked like could be “short-term” prospects. Through my browsing, I came across “Laurie.” She was around 5’9″ and 125lbs. She had fair skin, a few freckles, dark hair, dark eyes, and a cute smile. Her ears stuck out ever-so-slightly, but overall she was very, very pretty.

I was 24 years old and she was 27, so I felt like I probably wouldn’t have much of a chance with her. But not wanting to limit myself before even trying, I sent her a message. Obviously, she replied, or I wouldn’t have much else to say.

I learned from talking to Laurie via chat that she was from Michigan. She came from a small town and seemed to be pretty innocent. She was straightforward, sweet, but a little bit ditzy. She had moved to Miami Beach for no reason other than that she thought it was a nice place to live. As the conversation with her went on, I started getting the impression that she wasn’t that intelligent. She sort of seemed like a “dumb blonde,” despite the dark hair. This quickly lead me to mentally remove her from the “long-term possibility” column and put her into my “short-term potential fuck buddy” column.

After a few days of chatting, I agreed to drive down to Miami Beach so that we could meet and go on a date.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? When I got to Laurie’s apartment complex (which was right on the beach), I realized she was living in a small community that was full of young, wealthy, good looking twenty-something year-olds. There were expensive cars and people who looked like models absolutely everywhere. As I walked through her development, my head was on a swivel checking out all of the stunning looking girls walking around in tiny bikinis. I hadn’t been to Miami Beach in years, so I was asking myself why I myself didn’t live here. This was heaven.

When I made it up to Laurie’s door and knocked, her eyes lit up and she warmly greeted me with a very genuine smile. She was even better looking in person than in her pictures. She was wearing a low-cut black tank top (with around 34 B breasts) and a really tight pair of jeans (beholding a magnificent ass). She lead me inside and I was disappointed to find that she had two male roommates. It wasn’t jealousy or intimidation that I felt; it was just that I tend to seduce most effectively in a one-on-one environment. As we all stood around and talked for a bit, I realized that they were both only around 21 years old and therefore not really something to be concerned with. I later learned from Laurie that she got the only apartment she could find, that they were nice guys, and that she was used to hanging out with people younger than her anyhow. I felt a bit relieved, knowing that our age difference wouldn’t be a concern.

When Laurie and I went out to dinner, alone, I was happy to discover that everywhere she wanted to go was within walking distance. We ate at an Italian place where we sat outdoors, had a nice time talking, and then went to a quiet outdoor bar in an area that looked like a mini-New Orleans or maybe an old world Italy. We had some rum and cokes and with every round our conversation flowed more and more naturally. It was obvious we were into each other.

After a few rounds and it not yet being midnight, Laurie asked me if I wanted to meet up with her roommates at some club they had gone to. Internally, my answer was “no,” I wanted to keep her to myself and run my game. But I told her “sure” and we went to some club where the hired dancers strut around half naked in latex. It was definitely quite different than my usual weekend destinations.

As the night went on, Laurie and I got pretty drunk together. Despite having met up with her roommates, we spent most of the night separate from them, as they were busy trying to find ladies of their own for the night. Everything was going perfectly. Once, while ordering a drink, Laurie’s left breast slowly and steadily made it’s way out of her shirt and I got a nice long look at her milky white skin and puffy nipple before the female bartender pointed it out to her. I pretended to only have noticed once the bartender had pointed it out and Laurie blushed. From then on, I was extremely turned on and had a raging urge for sex.

When we left the club, we walked hand-in-hand back to Laurie’s apartment. Her roommates had gone on to some other club, so her and I began to make out the moment we got through the door. We had great kissing chemistry. She took me into her room and I was a bit surprised to see that her room had nothing in it except a mattress covered in sheets with a laptop on it. There was no bed frame, no furniture….no…anything. She explained that she had just moved down and hadn’t yet had time to buy furniture. She was embarrassed, but I told her I didn’t care.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? We fell down on the mattress together and continued to make out. Our kissing was in sync, which made it so much more enjoyable. I started to unbutton Laurie’s jeans, but she was hesitant and told me that she didn’t wasn’t sure if we should have sex because she didn’t want me to think less of her. I persuaded her for a while, assuring her that I wouldn’t think less of her (I lied) and she smiled, relieved, before wriggling out of her jeans. My entire life, it was always my goal to try and sleep with a girl on the first date. It was a win-win test. If she gave in, great, I got laid. If she didn’t, the potential for keeping her around in a serious, long-term sense increased. Laurie gave in with very little effort and thus doomed herself to being a one-night stand (which she probably would have been anyway given other aspects).

Anyway, she was soon stripped of her jeans, shirt, and bra, leaving her 100% naked with my head between her thighs licking up and down her clit. I distinctly remember a long piece of cotton coming from her vagina, making me immediately feel sick and wanting to puke. But after only a moment, I thankfully realized that it was not a tampon string I had found, but a piece of cotton that had come loose from her panties. Luckily, Laurie didn’t seem to notice my momentary freak-out.

After getting her hot, wet, and horny, it was my turn. Laurie raised herself to her knees, I stood up, and she began to suck my cock. To my surprise, she made solid eye contact with me a few times. In my personal experience, it’s only girls who are pretty freaky that are willing to make eye contact with you while sucking your cock. Most of them are too shy and find it demeaning to lock eyes with the guy whose cock is deep in their mouths.

Because of her eye contact, and because I already knew that this would be the only time I would ever see her (as she lived too far away to keep visiting for sex) I started to do some things I otherwise would have been too shy to do. I grabbed her head while it was on my cock and face-fucked her. I pulled out, yanked her head back by her hair so that she was looking up at me, and placed my cock so that it was alongside her face. Her eyes were ablaze with passion. I was extremely certain that she was turned on by this aggressive and demeaning behavior, so I decided to keep going in that direction by throwing aggressive, sexual questions at her. “You like this cock?” “You wanna suck it some more?” “You gonna take it deep?” Her eyes stared up at me like a girl who had been punished and lusted for more. She begged me, “Give it to me…I want it…Please…” and began sucking once again, this time keeping eye contact the entire time.

After a few more minutes of being blown holding handfuls of her hair, I gently pulled Laurie off of my cock and pushed her onto her back. I rolled on a condom and she spread open her legs, mounted her in the missionary position, and began fucking her quite roughly. Knowing we were there alone, Laurie had absolutely no hesitations about letting out her moans and screams at full volume. She was loud. She screamed out with every thrust as she rolled her head around on the pillow. Her nails clawed into my chest, I squeezed her breasts, and I thrust into methodically in long, forceful, thrusts. In a short while, her eyes squeezed shut, her mouth opened, she appeared to hold her breath, and she came hard. For as loud as she was during sex, her orgasm was entirely silent.

Despite my cock being rock hard and throbbing with lust, I knew I wasn’t going to cum. So after Laurie had deeply exhaled after her orgasm, I slowed down my rhythm until finally stopping, taking one last moment to savor what it was like to be inside of her, and slid myself out.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, not even close

Did your partner have an orgasm? Yes, one

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? Despite not wanting to pursue anything serious with Laurie, she was a very sweet girl and I didn’t want to make her feel like she had made a poor choice in sleeping with me. So after I pulled out, I laid with her for a while, acting sweet, giving her tiny kisses and caressing her body with my fingertips. She was grinning the entire time, getting goosebumps on her skin, and seemed to be sincerely happy. With the way she was looking at me lovingly, I don’t think she saw this as a one-night stand.

After a while, she told me that I should go before her roommates came back so that they wouldn’t know we fucked. Despite her being quite a bit older than them, she said they felt somewhat protective of her and didn’t like the idea of anybody taking advantage of her. I didn’t mind her asking me to leave. Having got what I came for, I was happy to make my exit.

Over the next couple of weeks, Laurie and I kept up our communicating via text message. She seemed eager to talk to me in the beginning, but I was rather cold and distant from the start. The messages then became fewer and farther between. After maybe 10 days or so of being distant, Laurie made one last straight-forward effort and invited me out that coming weekend. I told her that I would get back to her, but never did. After that, her messages stopped coming.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Intoxication, To feel better about myself, To feel more desirable, To feel more confident, To cheer myself up, I was feeling lonely, Power / Dominance, It was easy / convenient

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? Drunk/high but not wasted

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? I never told anyone about this night.

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? For me, there’s just as much joy from the pursuit of sex with a new partner than sex itself. I was proud to know I had convinced a somewhat hesitant girl three years old than me to let me fuck her on the first date.

What was the WORST thing about this hookup? I think she probably wound up regretting our encounter, only because she seemed to be hoping for more than just casual sex with me. That makes me feel sort of badly, since I tend to be very honest with my partners about my intentions before sleeping with them. With Laurie, though, I led her on to believe that I wouldn’t think less of her for sleeping with me, even though I knew I would.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

You have a hookup story to share? Submit it here!