My First Encounter

by CJ

What’s your gender? Man
How old are you? 57
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? South Carolina USA
Highest education received: College degree (eg., BA, BS)
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? Curious
How many sexual partners have you had in your life (including oral sex)? 40
How many hookup stories have you here posted before? 0

My First Encounter

How long ago did this hookup happen? 2 years

What was your relationship status at the time? Engaged/Married (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 found him on CL. He was 29, Hispanic, about 5’*” and slightly heavy. Long, dark hair, wearing a ball cap, jeans and a t-shirt.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I found him on CL and he agreed to come to the house I was renting for the summer. My wife was out for the evening. I told him I would meet him at the door, dressed only in a bathrobe. When the doorbell rang, my cock was already hard. I opened the door, we said an awkward hello, and I led him into the living room. I sat down on the couch.

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? As soon as I sat down, he got on his knees and moved between my legs. He untied my bathrobe and freed my hard dick. He told me it was beautiful, much bigger than most of the many others he’d sucked, and immediately opened his mouth and engulfed my cock in his wet, warm mouth. It was a fantastic blowjob from the start, better than any woman I’d ever had, and I found myself groaning and writhing, trying not to come. After a while, I asked him to lick down around my balls, and when he did, I urged him to lick just a little further down. “To do that right, we should go to a bedroom,” he said. So we got up and went into a guest bedroom, where he instructed me to drop the robe, then get on hands and knees on the bed, ass facing him. He pried my cheeks apart and pushed his face into my ass, licking me with incredible flicks of his tongue while he gripped my dick from underneath. I love getting rimjobs, but had only ever found two women who would do it; now here was this guy, eagerly making out with my ass…. it was heaven. But after a while, I thought I would explode if I didn’t come, and I turned around. I stood up in front of him on his knees and he opened his mouth. I pushed my shaft into his mouth and just started sliding it in and out, pulling his face closer to my crotch for leverage. In about 20 seconds, I shot my load down his eager throat and he finished up by licking my cock clean. I asked him sheepishly if he was cool and he said yes; had he asked, I might well have sucked his cock, too, but I don’t know. He left and told me to call him again. I didn’t, but I wish I had.

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? I found myself thinking about it and jacking off several times the next day, especially the thrill of having him so energetically rimming me while pumping my cock. I still fantasize about it today.

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

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? Somewhat

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? Nobody.

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? Not at all

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? Not at all

What was the BEST thing about this hookup? It was very hot; I had a mindblowing orgasm.

What was the WORST thing about this hookup? That I didn’t do it again.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I just wish society would go easier on men who have sex with men. It was my first time, but I’d like to do it again. I’m just nervous about getting “outed.”

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

All things considered, how NEGATIVE was this experience? Not at all 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 want to have more casual sex and I wish society would lighten up about it.

What do you think about the Casual Sex Project? it’s great. Sexy, informative stories.

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