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What’s your gender? Man
How old are you? 60’s
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)
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? 2

She Doesn’t Do That

How long ago did this hookup happen? Few Years Ago

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? 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? Debbie is a hot 40ish blond. She has the body of a 20 year old dancer. She gave massages out of her home. The review site said she gave a great massage, good happy ending, no touching below the waist, she was very attractive and had a great attitude. He massage included her rubbing her body on yours.

At that time it was massages with happy ending only for me. I was going through a tough patch in my marriage and wanted some relief but didn’t want to cheat.

Here massages were as advertised, if not even better.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I went back for the massage a few times, each time more erotic. First, she just started rubbing her pussy on my leg through her panties. Then I used my arm, then my hand, finally used my fingers on her pussy and her panties came off. She loved it.

We got to the point were she got naked right from the get go and had me rub her pussy right from the start. I think she got so horny rubbing up against guys and giving them hand jobs that she needed some relief herself.

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? We started the visit as usual, but got to the point where she was rubbing her clit on my balls. Then using my dick as a dildo on her clit. I was so worked up I thought I was about to come. In the heat of the moment I asked if I could “stick it in.” She said “With a condom.” I said “Of course with a condom,” whipped one out an proceeded to stick it in! We had sex for hours. I think she had to cancel her following appointments.

All our visits went like that from then on.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? No

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 continued to visit her regularly for years. Finally, she married another client who was single, had a lot of money and bought her a McMansion in the suburbs. Didn’t see her for a year or so but kept in touch. Recently, I went to visit with her when her husband went away for business. That’s another story.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, To feel more confident

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

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Marijuana, hashish

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? Other sex workers I’ve seen since then. The were positive.

How would you best summarize people’s reactions about this hookup? Relatively positive

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? Carnal pleasure.

What was the WORST thing about this hookup? No

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I got OK with sex outside marriage

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? I would like to see it more socially accepted.

What do you think about the Casual Sex Project? Wonderful

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