Threesome Fun on Vacation

by Derek

What’s your gender? Man
How old are you? 65
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? U.S.
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? College administration
What’s your current relationship status? Engaged/Married (open)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 4
How many hookup stories have you here posted before? 2

Threesome Fun on Vacation

How long ago did this hookup happen? two weeks ago

What was your relationship status at the time? Same as current status

How would you best classify this hookup? Group sex

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? We advertised on Craigslist for a couple, or a man or a woman to visit us at our hotel. About 40 guys and one woman responded immediately. Complete strangers, of course. We picked the most intriguing and intelligent reply.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Some thought went into it. We’d had a good day, had been at a nude beach and were turned on. We worked together on the ad, and it was completely mutual.

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? The guy we picked came to our hotel and we chatted outside for a while and liked him immediately. He came upstairs and we talked some more, about his history with threesomes (he’d done several) and our own experiences (we’d not really done a threesome before.) We were clicking, so we kind of went over the rules and then he stood up and kissed my wife and things proceeded. It got very hot very quickly, and he and I were both touching her, she was sucking his cock and I was watching and touching her and talking to her. She was very into it. Then I handed him a condom and he began to fuck her as she sucked me. After he’d come, I fucked her and came as well. Then we were cuddling and he said goodbye and left the room. The next morning we were both incredibly turned on, and stayed that way for a few days. We certainly had that “what did we just do?!” thought and conversation, but it was all very positive and pleasureable.

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 relived it several times, and had sex for hours the next morning.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Alcohol

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? No one

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? The sex was great and our third was a good guy. It was a great introduction to something I expect to do again. He was a little like a coach/teacher.

What was the WORST thing about this hookup? Started too late in the evening and we were tired and probably too intoxicated.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes, it makes me want more of it.

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? We have a very strong relationship and being able to explore casual sex with others, even just talking about it, has brought us closer together and deepened our relationship.

What do you think about the Casual Sex Project? Very cool

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