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What’s your gender? Man
How old are you? 64
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? New England
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Educator
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)? 50+
How many hookup stories have you here posted before? My first

Saw Her Before Not Like This

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 more than 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? M is an escort that I met a few years before. I found her on an escort website. We had a great time but I was unable to see her again; I wasn’t in her area and she didn’t travel to mine. I was traveling through her area, contacted her and made arrangements for a three hour visit. She remembered me and our prior meeting when I contacted her, which made me feel good.

M is in her early thirties with a hot body and cute face. Middle height and weight, no kids and untouched breasts. She takes care of her body and obviously works out.

We met at her house, which I particularly enjoy.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it?

I’d been planning this trip and visit for a long time. I don’t get away from home as much as I’d like, about once a month. It takes a lot of planning to pull this off. We were to meet for three hours, I enjoy being with women for extended period.

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? M was waiting behind the door in a sexy body suit type of thing. We started making out soon after I arrived and I started playing with her body. M is multi-orgasmic. People say escorts fake it for guys, but you can’t fake squirting. I lost count with the number of orgasms M had.

I came twice, both times in her mouth. I like cum play, and both times she kissed me with cum in and around her mouth. Hot.

I mentioned that taking pictures was something I would like to do. M was all over it, saying that she usually charged extra but didn’t mind and that she didn’t mind me taking face pictures. Out came the camera and we took pictures for the next half hour.

During pictures I started rubbing her clit with my penis without a condom. She said she liked it and I should stick the head in, only the head. With the head in she told me to go all the way. We were fucking bareback taking pictures. She wanted me to cum in her pussy bare back, but it was my second go and I can only get the job done with hand stimulation.

I know bare back sex isn’t the safest thing but I clearly have an impulse control problem. We discussed our STD history and my experience is that escorts get tested more frequently that civilian women. I’ve had a vasectomy, so birth control wasn’t an issue

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? I felt great! I love sex and I love sex with different people. I love the intimacy, the feeling, everything about it.

I hope to see M again when I pass through the area. She mentioned that she might come through my area in the future and it would be great to hook up there.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Sterilization, Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, To feel better about myself, To feel more desirable, To feel more confident, Power / Dominance, Making new friends

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? 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? Only you!

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? Three hours of sex and intimacy. Trying new things.

What was the WORST thing about this hookup? Nothing bad!

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No. I’ve always been a big supported of casual sex. I makes me feel good.

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? Casual sex can be a real positive to many people. I realize that it’s not for everyone and thats OK. I just wish we could talk about it and in particular I could tell my wife that I do it.

What do you think about the Casual Sex Project? Great. Keep it up.

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