by Daniel


Gender: Male
Age: 30
Race/ethnicity: White
Current location: Connecticut, USA
Highest education received: Some college (not currently in college)
Relationship status: Engaged
Religious affiliation: None
How religious are you? Not at all
Any other term(s) that describe your sexual orientation/sexuality better/best? Bi-sexual/ recovering sex addict
How many sexual partners have you had in your life (including oral sex)? 40
How many hookup stories have you here posted before? 0

Threesome

How long ago did this hookup happen? 4 years ago

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? Threesome

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? Molly was the girl I was dating at the time, though things weren’t super serious. She was a cute, kinda chubby redhead. I like girls of all shapes and she wasn’t a twig but she also wasn’t fat. I met her online. I also met Tracy on the same website. Tracy was blessed with very large, perfectly round breasts. She was definitely a BBW (Big Beautiful Woman), but she knew how to rock it. I had never met her in person before our threesome.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was chatting with Tracy one day and asked her if she had ever been in a threesome. She said yes, then I explained that Molly was interested in doing a FFM threesome. Tracy said she’d be game for it, so I put her in touch with Molly so they could get to know each other. They ended up chatting all day, every day for a week; sexting, having phone sex, sending nude pics to each other. Molly and I even had sex on the phone for Tracy. It soon became clear that this was really going to happen. So we arranged to get a hotel and go out for drinks.

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? After a couple margaritas at a chain restaurant (this was not a classy affair), I drove the girls back to the hotel, as they made out in the back seat. It was a miracle I didn’t crash somewhere on that 3 mile stretch. When we got back to the room, I started kissing both of them alternately, as they kissed each other. I can’t remember the exact sequence of events, but I know that Tracy performed oral sex on Molly while I fucked Tracy from behind. It became a little awkward because Molly seemed jealous, though I wasn’t clear if she was jealous that Tracy was interested in me or that I was more interested in Tracy than I was in her. At one point, she removed herself and went to the bathroom for a half an hour while Tracy and I continued. I wouldn’t say it was a positive experience for Molly.

Did you have an orgasm? Did your partner(s)? Myself and Tracy had orgasms. I came four times in a couple hours. Molly did not orgasm at all, as she always had trouble achieving orgasm, and this was a hard situation for her mentally.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? We did not use any condoms. Both women were on birth control. We had extensive conversations about STIs before hand.

What were your REASONS for having this hookup? Um… Fulfilling a male fantasy of having two women at once? Is that good enough reason?

Were alcohol or drugs involved? If so, how much? A moderate amount of alcohol.

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? After the threesome, Molly and I were not the same. We broke up a week later. Then Tracy and I began what would become a three year relationship that ended almost a year ago. I have no regrets, but I realized I prefer the intimacy and passion of one on one sex to threesomes.

To whom did you talk about the hookup? How did they react? Since Tracy and I dated for three years after the threesome, we told a lot of friends about it whenever they’d ask how we met. We didn’t lie except to family or professional colleagues. The reaction was almost always one of shock. It was always sure to fill a night with conversation.

Was this a consensual and/or wanted experience for you? For your partner? It was consensual for everyone.

Do you regret this hookup? If so, why? Of course not.

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? This threesome was possibly the start of my sexual revolution/ addiction. My life may have been much easier and calmer if it hadn’t happened, but it would have also been much less exciting. It was like a switch went off in my head that said I could actually do this. I could actually have casual sex. Unfortunately it coincided with my falling in love with Tracy which led to me cheating on her with multiple women and men for years since.

All things considered, how POSITIVE was this experience? A little positive

All things considered, how NEGATIVE was this experience? Somewhat negative

Anything else you want to add about this hookup or anything else? I plan on writing many more of these about the years following this threesome, in which I had many casual experiences, all while carrying on a relationship with Tracy. 
THANK YOU for providing a judgment free place for people to share their experiences. I’ve been wanting to chronicle my escapades recently so I was very excited to find your website. Thanks again.

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