Afternoon M2M

by GregC

What’s your gender? Man
How old are you? 50
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Asia
What country and/or city do you live in? Shanghai
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Enviro consultant
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Jewish
How religious are you? Somewhat
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 20
How many hookup stories have you here posted before? 0

Afternoon M2M

How long ago did this hookup happen? 8 years ago

What was your relationship status at the time? Single

How would you best classify this hookup? Short fling

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? When I was single, I’d sometimes hook up with guys via Squirt. I’d been with him once before — we’d gotten naked and jacked off, and he was the first guy I’d kissed. It was a total surprise. He’s around 5-10 lean and fit, bald, clean, with a good sized cock. This story is about the second and last time we met up. I was really turned on by the first and found him online. So I pinged him and he said come over.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I drove over to his house, he let me in and led me to a bedroom. A photo of his wife was on the dresser. I was really hot to try kissing a man again, and that’s what happened. Deep kissing as I sat on the bed and slowly rubbed his cock and undressed him. Mutually instigated.

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 got into his pants pretty quick and slowly sucked his cock and played with his balls. He undressed me and reciprocated. Then we slid up onto the bed and started making out. I held our two cocks together and slowly jacked them, then fell back down on top of him and we started making out again. He was grinding pretty hard against me, and – to my surprise – he made himself cum. I got up and straddled him, intending to jack off. Before I did, he gathered up some of the cum and placed it in my hand to use as lube, then he placed a hand around my balls – not too tight, just right. I didn’t last long and blasted my load all over him, all over his stomach and chest. When he looked at it, he said: “You decorated me.” I did.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

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? We lay back and chatted a bit, some kissing. Then he took me to the bathroom and we wiped off. And that was it, I went home.

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, Attraction to partner(s), Learning new things, experimenting

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? 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? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Amazing sex, so hot. I loved how kissing led to greater intimacy. It made me curious to have additional experiences with men.

What was the WORST thing about this hookup? We didn’t meet up again.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I began to think of myself as leaning bi after this. I can’t say that I feel an emotional connection with men like I do with women. But I enjoy fucking around with the right ones.

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

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

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