What’s your gender? Man
How old are you? 29
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Chicago
Highest education received: Post-graduate degree (currently pursuing)
What’s your occupation? Student
What’s your current relationship status? Dating casually
Religious affiliation: Agnostic
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)? 7
How many hookup stories have you here posted before? 2

San Francisco Nurse

How long ago did this hookup happen? 6 months ago

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? Just met that day

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? Amy was very short with curly black hair. She’d broken her leg in a skiing accident, so she wore a brace. I met her at a bar near my friend’s apartment in San Francisco, where I was taking a short vacation before school started back up.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? At a bar called The Owl’s Head bar. I think that was the name. This is not a pseudonym. I’d noticed her glancing at me whenever I went to get a drink. At some point she smiled at me. I smiled back. I sat with her and her two friends (as I would discover, two women who she did not really know). I had gone to the bar with my friend and had kind of left him by himself to chat with Amy. I was in a fairly chatty and kind of keyed up mood, which isn’t my natural state.

I returned to my friend, he encouraged me to keep talking with her. I told her that I’d be back in a few minutes. I believe I had to return with my friend to his apartment to drop off my bag. We went to his place, I dropped off my bag, he started watching reruns of the X-Files and told me to just let him know what was going to happen.

I returned to the bar half-thinking Amy would have left or not care any more. But she seemed pleasantly surprised that I returned. I ordered another beer and sat beside her, talking. I learned she was from Maryland originally and had been a nurse in San Fran for a few years by now. She’d gone to college in Wisconsin, I think. She had a brother in Chicago, which is where I live. Eventually I told her that this was what would happen. First, I was going to kiss her. Immediately after saying this, she leaned in and kissed me. We sat making out like that for a while. I honestly wasn’t sure what I was going to say next. But after making out for some time I told her that we should get out of there. She told me that her place was off limits because she lived at the time with her married sister, who had a baby. I didn’t want to pull a self-centered dick move and invade my friend’s pad for the sake of hooking up, but I decided why not. He’d pulled some dick moves on me in the past and had boasted about how many girls he was hooking up with via Tinder while I visited him. It would feel rather satisfying to carry out this operation.

I went to the bathroom, texted him what was going on, he texted me back and said he was headed to his friend’s place. I got back from the bathroom and told Amy that I knew where to go. She got up from her seat and as we walked out the door I realized that she might actually be a little person. She looked that short. Not that it made a difference.

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 got in to the apartment and I embraced her and we started kissing again. I felt her through her silk shirt and she made an excited moan while I did this. Like myself, she hadn’t been laid in a while and this was much needed for her. I started fingering her while we stood and she was already wet. I undressed her and she helped me undress and asked “bed or couch?” I told her, couch because I’m not that low. We laid down on the couch and she took off her leg brace. I kissed her down her neck and her tits and her stomach and when I got to her vagina topped with dark brown pubic hair, partially trimmed, I spread her working leg to one side and licked her vertically while still pumping two fingers in and out of her. I covered as much of her vulva as possible with each lick and pressed her thigh against one ear. I tried to move her other leg, too, forgetting that it was broken. She made falsetto gasps at the ceiling and gripped the arm of the couch with one hand. Her arm was bent backwards awkwardly so she could grab it. Her armpits had the same dark etches of hair as her pussy. While she made noise she shifted her hand to one of the cushions on the backside of the couch and her fingers closed around the loose fabric of the cushions while I moved my tongue side to side.

She touched my head and said “I want to kiss you.” She said it quickly, as if on limited time. I moved away from her pussy and kissed her lips deeply and stuck my tongue in. I made a split-second decision to not wipe off my mouth. One of her pubic hairs was jutting off my lip. She didn’t seem to care. She must have tasted herself on me. She might have actually swallowed her own pube. It didn’t stop her from reciprocating the kiss.

It also didn’t stop me from going down on her some more. There’s nothing I love more than doing this for a woman. I licked her faster and changed up my rhythm: some side to side licks, some vertical. She stroked my head sometimes. I didn’t look at what she was doing with the upper part of her body at all during this Cunnilingus: Part 2 session. I just listened to her moans, felt her thigh brush my head, let her wetness into my mouth and watched her pussy move closer and slightly farther from my field of vision depending on where my tongue was. I wanted both her thighs to lock around my head. I love it when women show their pleasure this way. But of course, she only moved one leg around because her other leg was out of commission.

I stopped eating her and asked her if she took birth control. She shook her head and said, ‘No. You better have a condom.’ That I did. I went to my backpack, fished it out, rolled it on. She watched me do it. I knelt back down on the couch and entered her. She was easy to enter given that I’d been eating her out for more than ten minutes previously. I moved very slowly at first and she was louder this time. I was only getting started. I looked down in to her face. Her eyes were closed and her head was arching back against the pillow as her mouth opened wider. There was a point before I’d sped up when her moans changed to a higher register and I wondered what I was doing to make her louder. I whispered in her ear, “Do you like it rough?” She answered amidst moans, “Yes, I love it.” I whispered, “I’m gonna fuck you harder.”

So I did. I moved my cock in and out faster and grinded my pelvis against her. After a time, I knew I was about to blow my load and I wanted her to have an orgasm too. I felt her hand tightening on my back and asked her if she was going to cum. She said, “I am…cumming.” She raised her leg in the air a little and might have even moved the broken leg a little, too. I got off, our faces locked together, my nose rubbing her’s. I milked my orgasm for all it was worth before coming to a full stop. Sweat glistened on both our faces.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

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? After I pulled out of her, I stood and realized that the condom wasn’t on my dick any more. I mentioned it to her and she reached inside her vagina as if this had happened before and fished it out. As she handed me this sleek wet rumpled piece of rubber with jizz in it, I naturally worried that we were risking pregnancy with the way this had panned out. I washed out the condom and threw it away and wiped off my dick. I came back to the living room and asked if she felt like she’d gotten any cum inside her. She assured me that it was okay, she couldn’t get pregnant anyway. (I wondered only later; then why wear the condom in the first place?) I asked her why and she thought about the answer. She said, “TMI.” I backed off. I wondered if it had something to do with her short stature.

I watched her put on her underwear and bra and clothes and got dressed myself. I led her to the elevator and took her down to the lobby. We exchanged numbers, even though there was a part of me that did not want to give her my number. She had been a fun fuck, plain and simple. But I gave it to her anyway and we kissed and said goodnight. She walked back to her car and I went back up to the living room and texted my friend that he could come back.

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, Learning new things, experimenting, To feel better about myself, It was easy / convenient

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Alcohol

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

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

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

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

To whom did you talk about the hookup? How did they react? Obviously, my friend whose apartment it was. He wasn’t mad at all. Quite the opposite. He was proud of me. At least he’s a consistent guy in terms of his casual attitude towards these matters. I slept on that same couch and woke up the next morning to discover that Amy had left a hairpin there. I also still tasted her pussy in my mouth. I shared both these facts with my friend and he chuckled.

How would you best summarize people’s reactions about this hookup? Relatively positive

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? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Going down on her. Listening to her when she had an orgasm.

What was the WORST thing about this hookup? Her non-functioning leg. Small complaint.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I used to feel guilty about or have a problem with casual sex. Now I don’t. This hookup made my trip to California even more of a blast. It felt good to hook up with somebody without the help of the Internet, than you very much.

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

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

Anything else you want to add about this hookup? Amy thanked me by text for an amazing night afterwards, which was unexpected and I felt kind of odd. But her and I still talk via text message occasionally. Once she told me she was coming to Chicago and wanted to get together. She ended up canceling her trip. It’s possible that I’ll never see her again, but it would also be fun to have at least one more casual rezendevous.

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? I feel like I’m still pretty horny and more interested in commitment free sex than many of my peers my age. Part of it has to do with emotional immaturity. A part of me wants to have a steady girlfriend and settle down. A part of me does not. I’ll see what happens.

What do you think about the Casual Sex Project? Fun to post stories here. Good for research I’m sure. I’m not so in to reading other people’s experiences to honest but I like reliving my own.

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