Exploring My Bi Side


What’s your gender? Man
How old are you? 30
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Canada
Highest education received: Post-graduate degree (currently pursuing)
What’s your occupation? Media
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Jewish
How religious are you? Not at all
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 40
How many hookup stories have you here posted before? Zero

Exploring My Bi Side

How long ago did this hookup happen? A year ago

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

How would you best classify this hookup? One-night stand

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 met Jim through Craigs List and that same night and we were emailing back and forth. I was on vacation with family in Florida and only had the condo for the night, feeling bored and horny. He was in his early 20s and posted an ad called ‘first time exploring my bi side’ which caught my eye. I’d never been with a guy but always had a desire to give a blowjob.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? After exchanging emails with photos, I invited him to drive to the resort and I met him in his car. We were both clearly nervous but chatted a little. He was a nice guy, tall, thin, and quite normal looking. I finally made the first move

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 were first outside in a secluded area by a park and I made my move: getting on my knees, pulling his sweatpants down and taking his rather long, soft cock in my mouth. I was just getting started when we decided that it was too cold to be outside and got back into his car.

Once we were inside I finally let loose and worked his cock over. I stroked, licked, and sucked as he got harder and bigger. His shaft felt so thick in my mouth, I loved it – he softly moaned and I was getting more and more turned on. I sucked him for five or so minutes longer before taking a break and we stroked each other’s cocks. He then sucked me for a minute or two, we returned to stroking, then I moved back to his lap. I could feel him getting harder in my mouth and knew he was getting close. I stroked the base of his shaft while I pumped his cock into my mouth – he finally filled my throat with cum. I was surprised because he tasted great and I swallowed every last drop, feeling satisfied with myself. I smacked his shaft against my lips and licked his tip some more as he shuddered. We said our goodbyes and he said how he’d love to hang out again.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, but I was close

Did your partner have an orgasm? Yes, one

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? As much as I loved the hookup, I felt too guilty about cheating and instantly blocked his number and email. Months later I found myself fantasizing about the hookup and his beautiful cock but unfortunately, I couldn’t find a way to recover his contact info.

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

What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting, Thought it was an important experience to have

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? 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? I haven’t told anybody and likely never will

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? I don’t know / I’m not sure

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? A little bit

Why do you regret this hookup? I regret blocking him as a contact after. I was nervous about how much I liked it and feared I would do it again. I hope he knew how much I enjoyed the hookup and wasn’t hurt by my blocking him. I also regret cheating, I had never cheated on my gf and haven’t since. Sadly our physical relationship is not in a good place.

What was the BEST thing about this hookup? How big and thick his cock was, it was such a turn on feeling it in my mouth.

What was the WORST thing about this hookup? Maybe not being in a better environment like a house and in a bed.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I’ve acknoweldged that while I still consider myself a straight man, I do have a side of my sexuality that is attracted to oral sex with a guy.

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

All things considered, how NEGATIVE was this experience? A little 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 wish I didn’t carry any level of guilt of craving or desiring cock now and then. As much as I love women, it’s something I still think of and rather than embrace wanting it, I try to push it away

What do you think about the Casual Sex Project? This is a great opportunity for people to share experiences maybe they don’t have a comfort sharing with their friends

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