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What’s your gender? Man
How old are you? 40s
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? USA
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Financial Services
What’s your current relationship status? Engaged/Married (open)
Religious affiliation: Christian
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)? 40+
How many hookup stories have you here posted before? 2

The Forum Fuck

How long ago did this hookup happen? 20 years ago

What was your relationship status at the time? Single

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? For less than a year

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? Gina was somewhat of a nerd and participated in an online forum I often read. We chatted online for a bit and I learned she had 38H breasts. Upon learning that, I wanted to see a picture of her. She sent me one and we continued to chat and eventually talked on the phone. She was 5’6″ with dark brown hair, light olive skin, and was somewhat thick (but not fat). I was in my 20s at the time and she was in her late-30s. She didn’t live too far away, so we agreed to meet one weekend.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Gina drove down and we met Friday night. She came down wearing a sun dress which she filled up very nicely. We were co-instigators.

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? As soon as I opened the door, she said, “Like what you see?” and I said, “You’re gorgeous!”. We kissed and she slipped off her sun dress and began to undress me. She was my first MILF experience.

I spent the whole weekend playing with her tits, fucking her pussy, fucking her tits, and 69ing each other. We’d planned on using condoms, but after a few rounds, we forgot and just went without them.

We didn’t leave the house the entire weekend.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than 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? We talked a few times afterward, but the age gap was pretty big and she lived far away, so we drifted apart. It was definitely a fun weekend, though.

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)

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? Not at all

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

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? I got to fuck a MILF with natural 38H breasts for an entire weekend.

What was the WORST thing about this hookup? Toward the end of the weekend, we broke my mattress.

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? Brains matter more than looks to me. It’s a lot of fun to have non-committal sex with someone you mentally click with.

What do you think about the Casual Sex Project? It’s a fun site

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