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What’s your gender? Man
How old are you? 34
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, IL
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Engaged/Married (monogamous)
How religious are you? A little
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 23
How many hookup stories have you here posted before? 0

CL Accidental Anal

How long ago did this hookup happen? 1 year

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

How would you best classify this hookup? Fuck-buddies / Booty call

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? We just met that day. I posted a Craigs List add to give a blowjob and was kind of picky with who I invited over. This guy was a little stocky but had a nice cock so I gave him my address and he came over in 20 minutes.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was just really horny one day and decided to suck some dick. I had done it before and it was fun.

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? He came over and we went into the bedroom. I got on my knees and started sucking his dick which was pretty big. He told me to lay down on the bed because he wanted to massage me so I did. He had the oil out and kept fingering my ass and telling me how tight it was and asking if I’d ever been fucked, which I hadn’t, and the next thing I knew he put the head of his dick into my ass and started pushing. I asked what he was doing and he just kept telling me to relax and it would feel good. He started thrusting harder until out of nowhere, I had a huge orgasm. He came hard in my ass a few minutes later.

How sexually satisfying was this hookup? Somewhat

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? He left after that and I never saw him again. It was strange but felt pretty good.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

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 didn’t give a clear ‘yes’, but I didn’t give a ‘no’

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 told another guy that I knew and he thought it was really hot.

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? Somewhat

Why do you regret this hookup? I wish I’d been ready for it and it may have been better.

What was the BEST thing about this hookup? I didn’t know that I could take a dick in my ass but realize now that I can and it’s actually pleasurable.

What was the WORST thing about this hookup? Not being ready when he inserted it.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I guess I feel more bisexual now as it ended up being a turn on and would like to do it again.

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

All things considered, how NEGATIVE was this experience? A little 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? People need more sex in their lives and not judge others so much.

What do you think about the Casual Sex Project? I like it.

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