First Gay Threesome

by Darren

What’s your gender? Man
How old are you? 26
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Los Angeles, CA
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Assistant
What’s your current relationship status? Single
What’s your sexual orientation? Gay/lesbian
How many sexual partners have you had in your life (including oral sex)? 70
How many hookup stories have you here posted before? 0

First Gay Threesome

How long ago did this hookup happen? 3 years ago

What was your relationship status at the time? In a relationship (monogamous)

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? I was dating my boyfriend (we’ll call him Robert) for a few years. He was more twinky than I looked, but masculine. I had just graduated from the university but he had one year left, so we lived together near campus. There was a new freshman (we’ll call him Sam) that was in the same classes with Robert. Robert told me that he thought Sam liked him, and since they were in the same department in school, I eventually met him at a party and we all became friends. Eventually, Robert and I both felt like Sam was into. One night, Robert and I got a little drunk and jokingly played around with the idea of a threesome with Sam. Eventually we both admitted that we were both really into the idea, so we started thinking about it for a while and eventually decided on a night to invite him over.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? He came over one night when we knew our roommate wasn’t coming home. We told him we wanted a relaxed night so he shouldn’t bring anyone else. He seemed cool with it. He brought his swim trunks so we could go into the hot tub for a bit. After chatting and drinking a bit, we all decided to change into our swim trunks and relax in the hot tub. We were getting drunker and all having fun. I didn’t really feel nervous and don’t think Robert felt nervous either. Finally we all decide to go back inside since it was getting dark.

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? Once we got inside, I drunkenly suggested that we all get in the shower together in our swimsuits so we could wash off the chlorine. Everyone agreed so we all got in the shower together. I think at this point, we all knew it was happening. I kissed Robert in front of Sam, then dared Sam to kiss Robert. They kissed, and finally Robert gave Sam to me to kiss. Next thing we knew, we were pulling down our shorts as we made out and played with each other’s dicks.

We make our way out of the shower, dried off, and went to the bed. We started by sucking each other’s dicks on the bed, and then I asked Sam if Robert could fuck him. Robert put a condom on and tried to insert his dick into Sam, but Robert got a little nervous and couldn’t get hard. Robert told me to fuck him instead while he got hard, so I grabbed a condom and began fucking him missionary. I think this might have been Sam’s first time and he really seemed to be enjoying it.

I fucked Sam in so many different positions. Finally Robert was able to fuck him and I loved watching that. Sam’s dick was very big, so neither Robert or I were very into the idea of bottoming for him. We spent the whole night taking turns on him and it was amazing. I finally came and went to the bathroom (which is connected to the bedroom), and I remember watching them continue to fuck through the shower glass.

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 watched a movie. We were all exhausted and didn’t talk much after, so we fell asleep after the movie. The next morning, we were all horny again and decided to do it one more time before Sam left.

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? Drunk/high but not wasted

What substances did you consume? Alcohol, Marijuana, hashish

How intoxicated was your partner? Drunk/high but not wasted

What substances did your partner(s) consume? Alcohol, 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

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? A little bit

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? I felt an energy inside of me that I’ve never felt before. It was just amazing.

What was the WORST thing about this hookup? My boyfriend got a little jealous after it all happened and decided to not be friends with Sam anymore. It made things awkward because I didn’t want Sam to feel used, but Robert’s emotions got in the way and we had to distance ourselves.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It made me realize I could really enjoy a threesome.

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

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

What do you think about the Casual Sex Project? Love it.

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