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What’s your gender? Man
How old are you? 65
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Providence
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Manager
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
Any other term(s) that describe your sexuality or sexual identity? Perpetually Horny
How many sexual partners have you had in your life (including oral sex)? 100+
How many hookup stories have you here posted before? 2

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How long ago did this hookup happen? last week

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

How would you best classify this hookup? Paid sex

How long did you know the person before this hookup? For 1 to 3 years

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 met V last year when she approached me in a hotel bar, which led to a very sexy session. She is an attractive, shapely blonde in her mid-50s (I guess), a mom, and of Eastern European descent. I enjoy her personality and sense of humor. We stayed in touch after our first meeting and got together again last summer.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I traveled to New York on short notice and sent V an email saying that I was in town. I heard from her around noon the next day and we made plans to meet that night.

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 met for a drink, talked, and flirted like any couple, then walked back to my hotel. In the room, we kissed. Soon, most of our clothes were off, and we were on the bed exploring each others’ bodies. I removed her sexy bra and panty set (I was flattered that she wore them), she started to suck my cock, and I pulled her around so that we were in sixty-nine position with V on top. I concentrated on eating her pussy and she came to a big orgasm in just a few minutes. We took a short break, then she got a condom and rolled it onto my very hard cock before she got on top and guided me into her pussy. She wanted doggy style and we fucked hard for another 10 minutes until I came.

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, we held each other for a few minutes and just smiled. V got up, dressed, we kissed, and she left for home. We literally fucked each other silly and it took a day to recover.

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)

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? 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? It’s our secret

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? Seeing V again. Having a massive orgasm.

What was the WORST thing about this hookup? Paying, but otherwise, it’s always great to have sex.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? nope

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? I can’t wait until next time.

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 enjoy being with someone new or different. I would like more casual sex in my life.

What do you think about the Casual Sex Project? The opportunity to describe my experiences on the site is a good outlet.

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