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What’s your gender? Man
How old are you? 60
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? San Jose
Highest education received: Post-graduate degree (currently pursuing)
What’s your occupation? at the time, junior trader
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Agnostic
How religious are you? A little
What’s your sexual orientation? Mostly heterosexual
Any other term(s) that describe your sexuality or sexual identity? Trysexual
How many sexual partners have you had in your life (including oral sex)? 50
How many hookup stories have you here posted before? 2

Transaction 1

How long ago did this hookup happen? 32 years

What was your relationship status at the time? Single

How would you best classify this hookup? Paid sex

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? Eve was skinny, with a big mop of curly blonde hair, tiny, high breasts, and flat hips. She was probably doing speed!

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was wandering in a bad part of town on my lunch hour. As I waited for the light to change, Eve said, “You wanna fool around?” I said, “What would that involve?” “Forty bucks”, she replied. I said, “Mmm, maybe twenty.” She agreed and I said, “Lead the way.” She took me to her flop room, after we paid the Mama-san five bucks.

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? She closed the door, and immediately peeled her halter off, revealing her deliciously skinny body. She said, “Get comfortable!”, and peeled off her jeans. I sat on the bed, and undid my fly. “Can you blow me?” I asked. She put her hair back in a scrunchie and smiled. “Sure.” Then she says “I do this job because I LIKE it!” and she went down on my cock, which was growing fast. She slid her hands up into my shirt, feeling my chest. She let my cock slip from her mouth. “Don’t you want to get more comfortable?” I said, “No, go ahead,” She pouted, then took my cock back into her mouth. It was AWESOME. It was so beautiful and sweet. She dipped her head over and over, and I just leaned my hands back on the bed and thrust my hips up into her face. She held my cock with her hand and licked under the head, and then hit that deadly, medium pace – “I think I”m going to come!” I cried, but she just hummed and dipped lower and took me deeper. In a second, I was pumping into her mouth, and she was sucking and swallowing it all down. She sat back and wiped her lips with her hand. I smiled and thanked her, and put forty bucks on her night stand. Then another ten. I stood and tucked my shrinking willie back in my pants. She smiled, I said thanks, and quickly left, while she sat cross-legged on the floor, smiling.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? I don’t know

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 decided to just feel good about it, and I did!

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, No penetrative sex happened

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Thought it was an important experience to have, To cheer myself up, I was feeling lonely, Power / Dominance

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

How intoxicated was your partner? I don’t know

What substances did your partner(s) consume? Alcohol, Meth

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? I don’t know / I’m not sure

Did your partner(s) consent to this hookup? It was a job.

To whom did you talk about the hookup? How did they react? Nobody.

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Everything.

What was the WORST thing about this hookup? Fear of disease.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Not really.

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? Sex work is real work, and I hope it gets less of a stigma over 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? That’s what life is for.

What do you think about the Casual Sex Project? It’s the best.

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