My First Guy

by Jack T

What’s your gender? Man
How old are you? 60
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? USA
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Singer
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Mostly heterosexual
Any other term(s) that describe your sexuality or sexual identity? I think everybody’s a little bit Bi.
How many sexual partners have you had in your life (including oral sex)? 45
How many hookup stories have you here posted before? 1

My First Guy

How long ago did this hookup happen? 40 years ago

What was your relationship status at the time? Single

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

How long did you know the person before this hookup? For less than 6 months

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? Paul was a nice guy who lived on my floor in the co-ed dorm. He was 5’10”, dark brown hair, with a cute porno mustache. He was slim and smiley, cheery, and the first “out” gay guy I ever knew.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? One night, I lay in my dorm room, my cock SO HARD because I wanted a blowjob so bad. I was between girlfriends. I hadn’t played around with a guy since I was just a little kid comparing willies. But I knew he was right down the hall, and we were friends, and he was gay, and it was 1979, so…I put on my robe, and went down to his door. I knocked – it was 2 in the morning, so he was surprised, and opened the door wearing just his tighty-whities. I smiled, he opened the door, I stepped in. I put my hand on his chest and pushed him back toward the bed. He went, “Oh.” Then I pulled down his underwear, and he went “OH.”

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? I smiled at him and settled between his legs. I looked up for permission, and he just smiled. I took his fast-growing cock in my mouth. It was my size, average, cute, smooth. Using my hand to jack him, I took him into my mouth over and over. I’d gotten a ton of blowjobs from girls that year, so I knew my theory pretty well. I dove down on it over and over, jacking him. He groaned happily. After a few minutes, he said, “I just jacked off, so I don’t think I can come, but I could…” and he gestured at my crotch. I smiled and crawled up on the bed, opening my robe. He bent over and took my cock in his mouth, already hard. He expertly sucked and licked it, hefting my balls. swirling his tongue. It was fabulous. I loved it. I distinctly remember being turned on at feeling his pre-shave beard tickling my thighs as his head dipped over and over into my lap. I didn’t see what the big deal was, with him being a boy. His mouth felt awesome. In a few minutes, my hips were bucking up into his face. I muttered, “I think you’re going to make me come!” He avidly sucked harder and faster, mewling sounds of encouragement. Pretty soon, I was bucking up into his mouth, and he was gulping all my come down. He swallowed it all with a happy noise. It was beautiful, sweet, delicious, wonderful. I loved it. We lay there and chilled a while. I got up and went back to my room.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? No

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 chatted easily. He said he could tell I’d done that before. I lied and told him I had. We were friends throughout the rest of my time at college, though we never hooked up again. More’s the pity. I think of him often. If I ever get a chance to look him up, I will, and see if he wants to re-live old times!

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting, Thought it was an important experience to have, I was feeling lonely, It was easy / convenient

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? I don’t know / I’m not sure

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? A few friends, including my ex-girlfriend. They were all supportive and encouraging. They knew me as a precocious sex-hound. It was still the 70s!

How would you best summarize people’s reactions about this hookup? Relatively positive

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? It felt so GOOD! And it felt good to be free of worry about what people thought.

What was the WORST thing about this hookup? It only happened once.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It put me in a positive frame of mind about bisexuality. I knew then I liked having sex with girls AND boys.

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

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

Anything else you want to add about this hookup? Try it!

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? It has always been great. Never regretted it. Wish I could have had more when I was single!

What do you think about the Casual Sex Project? It’s the best thing on the internet.

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