My First Older Man



What’s your gender? Man
How old are you? 60s
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Florida
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Engineer
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Bisexual
Any other term(s) that describe your sexuality or sexual identity? Horney
How many sexual partners have you had in your life (including oral sex)? Many Men & Women
How many hookup stories have you here posted before? Several

My First Older Man

How long ago did this hookup happen? 50 aprox

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? 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? He was the 40s of 50s, Rolly Poly or almost Portly, decent looking.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? He did touch my pants front and bulge. I was 18 (not a virgin) had plenty of gay sex prior to this, but with younger or my age or little older. I was working as an usher and it was the last showing that night. I was patrolling all areas as part of my job. I saw him earlier and then saw him go into the bathroom. I often got blow jobs in there. I followed him in and we made small talk. He then touched me. He asked me to go to his hotel room after I was off. He said to make it worth your while. I agreed but stated that he could only blow me, nothing else.

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 got naked and I sat on the edge of the bed, he got on his knees and took my hard cock in his mouth and started sucking. When I was almost ready, he pulled off and said he would finish me after he fucked me. I got on my knees and elbows. He got behind and started to lick my asshole deeply. Then put his cock inside and started the plowing. He had a medium size cut cock. After he cummed, he washed up and got on his back with his legs up at the edge of the bed. I stood up and penetrated his butt. When I cummed inside, we relaxed awhile and then he sucked me off completely.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

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 never saw him again

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? I don’t know

How wanted was this hookup for you at the time? A little bit

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? A few lovers

How would you best summarize people’s reactions about this hookup? Mixed (Some positive, some negative)

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? Got off and made some money

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No

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

All things considered, how NEGATIVE was this experience? Somewhat 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? It is my life

What do you think about the Casual Sex Project? Interesting

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