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What’s your gender? Man
How old are you? 48
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Virginia
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Sr VP
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)? 150
How many hookup stories have you here posted before? 14

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How long ago did this hookup happen? 2009

What was your relationship status at the time? Single

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 in New York for a conference. Recently divorced at this time I wanted to go a bit crazy even if that meant paying for some fun given my tight schedule. I saw an ad for a high-end escort and we started to communicate. I verified her photos, which were stunning. She was in some porn magazine shoots — tall, blonde (fake boobs) and otherworldly beautiful. She suggested a friend join us. Her friend, brunette, also with terrific assets, had done some porn as well. In fact, she sent me a photo of the two of them for a recent magazine spread at the time in a leading porn magazine. I wasn’t familiar with the magazine but I sure loved the photo. We stayed in touch and I let them know the morning of our encounter that we were confirmed for late afternoon.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I called them for the lobby of their midtown hotel. The blonde answered, in her French-Canadian accent, and said to come on up. I didn’t know what to expect with this threesome. After all, these women were meant to enjoy alone, so I nervously headed to the elevator, went up and knocked on their door. The scene inside would make even the most serious case of ED get a raging hard-on. Two off-the-chart gorgeous ladies with perfect bodies, lying on the bed in lingerie with a “come hither” look. In 2 seconds flat I was lying with them.

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 didn’t know where to start. It’s like staring at a tall sundae. I began kissing one, then the other. My hands were everywhere. It was such a blur but eventually these mantras from heaven were all over me, taking turns sucking my cock. My mouth was everywhere as well, exploring breasts and pussies and ass. I put on a condom and went inside the blonde first while making out with the brunette. The sight of the blonde’s fulsome breasts rocking back and forth while cradling the other pair of tits was just too much. I had to slow down. We swapped condoms and it was my turn inside the brunette. We tried all sorts of combinations and positions. I wanted to come inside the blonde so we put on a fresh rubber and I blew my load inside her. We finished cuddling in a heap of breathing and sweat.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? I don’t know

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 hung out for a bit and cleaned up. I left a few minutes later. It was one of those memories burned forever in my psyche. I ended up hooking up with the brunette in another city a few months later. This was my first threesome and I’ve since put together a few more.

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

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? Somewhat

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? No one.

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? Two porn magazine models in bed together. It doesn’t get any better

What was the WORST thing about this hookup? I had to pay for it but no regrets

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Coming after a divorce it gave me confidence

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

All things considered, how NEGATIVE was this experience? Not at all negative

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

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