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What’s your gender? Man
How old are you? 46
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Computer programmer
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Agnostic
How religious are you? Not at all
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 30+
How many hookup stories have you here posted before? 0

Girl in an adult bookstore

How long ago did this hookup happen? 18 months

What was your relationship status at the time? Same as current status

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? She was a fairly plain looking blonde, about 35. I stopped in an adult bookstore while driving through Florida, and there was a room with pool tables weirdly enough. She was sitting on a couch texting on her phone.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? When I went in, everyone had eyes for this smoking brunette who was shooting pool in a tiny mini-skirt with no panties. After a while the brunette left for a private room and about three guys followed her. I thought about tagging along, but didn’t for some reason, and found myself alone in the room with the blonde, who was on her phone. We started talking. She was into all kinds of weird things — pegging, electrocution. I was curious about pegging and started asking her questions.

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? After a while I got up the courage to ask if she wanted to play. I was thinking about getting pegged, but she apparently misunderstood me. We went into a private room and both got naked. She handed me a condom and got into doggie style position. I’d never had intercourse outside my marriage, but I didn’t feel I could back out then. She had a shaved pussy that looked amazing, so I decided to hell with it. I started to push my cock into her but I wasn’t quite erect. She turned around and sucked my dick for a minute to get me hard. The sight of her doing that is one of the memories of this event that stand out the most. I pushed in and fucked her for a few minutes, trying to rub her clit at the same time, which wasn’t very effective.

After a while I asked her to turn over so I could penetrate her in missionary, which I prefer. I finally gripped that she didn’t care about getting her clit rubbed; she just wanted a hard fuck. So I started pumping her really hard. Then the rubber broke.

I pulled out and we stopped for a short while. There was a TV in the room playing porn. She watched and made some remarks. I stroked my cock with one hand and played with her tits with the other. I asked if she would peg me. She looked in her backpack and told me she didn’t have her harness. I think she thought I didn’t want to continue — she told me there was a very hot blonde coming to the store in an hour and wouldn’t I rather fuck her. I said no, and suggested we go at it again. She was enthused. She got out another rubber, and this time she poured some lube from her magic backpack on my dick before putting the rubber on. I fucked her hard for a while. She was digging it, and eventually I came. We cleaned up and left. She gave me a hug before I left.

How sexually satisfying was this hookup? Somewhat

Did you have an orgasm? Yes, one

Did your partner have an orgasm? No

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? I felt a little mixed about it. I felt bad for cheating, but it was a pretty great experience. It’s a pleasant memory now and I don’t feel bad it happened. I suppose if I was passing through that area again I’d probably check out the store and see if she was there.

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

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

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? 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? No one.

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? The sex.

What was the WORST thing about this hookup? I didn’t get pegged, which is what I really wanted.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It led to one other casual sex episode.

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

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

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 love casual sex. I feel constrained by my marriage and I think I’d probably be happier with an open relationship, but I know that’s not going to happen and I care enough about the marriage to limit this sort of thing as much as I can.

What do you think about the Casual Sex Project? This is great.

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