What’s your gender? Man
How old are you? 62
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? United States
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Consultant
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
How many sexual partners have you had in your life (including oral sex)? 100
How many hookup stories have you here posted before? 0

A Great Business Transaction

How long ago did this hookup happen? Last week

What was your relationship status at the time? Engaged/Married (monogamous)

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? I was traveling for work and was in Chicago for convention. About 8:30 one night, I went down to the hotel bar for a drink. I sat at the bar next to a young college girl. I was not there to pick anybody up. She started chatting with me while I had a drink. She was extremely cute, in college. Short brown hair, tiny titties, and tight little body. She was a grad student.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? After the first drink I bought another round. While turned on, I honestly did not think I had any chance. So I excused myself to go back to my room. She then asked if I wanted company. I was shocked, and said yes. When we got up to the room, I grabbed her and have her a big kiss and my hands explored her tight little ass. She then whispered in my ear that it would be 300 for an hour, and 400 of I wanted her without a condom. I could not refuse. She then dropped to her knees and took my cock in her mouth. I could not believe she could take it all.

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? I pushed her on the bed spread her little shaved pussy, which was dripping wet. It tasted so sweet. After licking her clit until she came screaming my name, I positioned myself above her and plunged in. I then took her hard while she moaned. After about 10 min, I exploded in her, filling her with my cum. We then lay in bed with me still in her.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, multiple

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 paid her, we kissed, and then she gave me her number so I can see her again.

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? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? A little bit

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? Nobody

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

Why do you regret this hookup? I don’t

What was the BEST thing about this hookup? Fucking a young student was so hot and doing it bareback.

What was the WORST thing about this hookup? Nervousness until I got tested

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No

All things considered, how POSITIVE was this experience? Very 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? More casual sex is needed

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

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