by Jack

Gender: Male
Age: 37
Race/ethnicity: White
Location: Sherman Oaks
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
Relationship status: Separated
Religious affiliation: Jewish
How religious are you? Not at all
Sexual orientation: Heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? Girl crazy
How many sexual partners have you had in your life (including oral sex)? 13-14
How many hookup stories have you here posted before? 0


How long ago did this hookup happen? A week

How would you best classify this hookup? First Date

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 met a girl on JDate. Not Jewish. 5’2″, petite blonde, a couple of years older than me.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It began at a restaurant. We were having drinks. She asked to kiss me. We made out quite a bit. After we paid the bill, we drove in separate cars to my place.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? Did you have an orgasm? Did your partner(s)? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? I gave her oral and put on a condom. We fucked for a bit. I was so drunk I didn’t finish. She wasn’t upset and we spooned. We kept in touch. I told her I still love my wife. She doesn’t seem to care. I’m not too keen on hooking up again for a bit.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? Condoms, and yes.

What were your REASONS for having this hookup? Not sure. It was easy. I’m a guy. Why not?

Were alcohol or drugs involved? If so, how much? Yeah. I was hammered after 1-2 drinks because I am a lightweight.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? I felt fine. I’m not interested in a girlfriend right now. There’s actually someone else I was seeing but we aren’t exclusive and we haven’t slept together yet. I am not sure yet where things are going.

To whom did you talk about the hookup? How did they react? Told two of my gal pals and they were happy for me!

Was this a consensual and/or wanted experience for you? For your partner? Yeah, pretty much. I was drunk and didn’t make very good decisions.

Do you regret this hookup? If so, why? No. Why would I?

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? She was definitely into me. Lots of dirty talk. I really don’t know if we have a romantic future together since I am still hung up on my wife, but this helped.

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

All things considered, how NEGATIVE was this experience? A little negative

Anything else you want to add about this hookup or anything else? Hooking up is not really for me. I am so busy with my divorce and being a parent and working on my career that my sex drive is almost nonexistent.

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