by LeatherBoots

Gender: Male
Age: 24
Race/ethnicity: Latino
Location: Puerto Rico
Highest education received: College degree (eg., BA, BS)
Occupation: Producer
Relationship status: Very Much Single
Religious affiliation: None
How religious are you? Somewhat
Sexual orientation: Gay
Any other term(s) that describe your sexual orientation/sexuality better/best? Vague
How many sexual partners have you had in your life (including oral sex)? 20+
How many hookup stories have you here posted before? 0


How long ago did this hookup happen? 2 months

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…)? Long Overdue Booty Call

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? When I was in high school, he was my chemistry teacher.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We spoke once on grindr. Then on scruff… Normal things, nothing sexual at all. Then one day, he sent me a dick pic. We spoke on and off for about 2 years leading up to that one night.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? Did you have an orgasm? Did your partner(s)? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? I went over to his place “to watch TV and talk” (like that was really going to happen). We wound up sucking each other off while Gypsy Wives played in the background…. 

He was actually really good, and oddly enough we had good chemistry. He was a lot more vocal than I was though. Into dirty talk and stuff… I’m more of the quiet type. 

When it was all over, it was kind of awkward. He asked me if I had ever fantasized about having sex with a teacher. I hadn’t…

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? None at all and not at all.

What were your REASONS for having this hookup? I was lonely and horny… I don’t get around much… Maybe one hook up every 2 to 3 months.

Were alcohol or drugs involved? If so, how much? None at all.

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? I’m kind of ashamed. Don’t know why I’m putting this on the Internet.

To whom did you talk about the hookup? How did they react? My besties. They were all for it. He’s kind of cute.

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

Do you regret this hookup? If so, why? No.

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? Best… The way he sucked me off and his dick tasted pretty good too… 

Worst… His spastic movements when he came.

Casual sex… I still think it’s something I shouldn’t do. Unfortunately I’ve had some bad luck with guys and serious relationships, so when times are hard…

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

Anything else you want to add about this hookup or anything else? Since Puerto Rico is so small, I’ve run into him a couple of times. We have a lot of friends in common… Some have flirted with me. Than makes me feel like a slut.

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