Sex With Older Man



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? 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? Horny
How many sexual partners have you had in your life (including oral sex)? 100s
How many hookup stories have you here posted before? Many

Sex With Older Man

How long ago did this hookup happen? Long 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? 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 about 45, rolly polly body (not a fatty), short 5′-6, white, clean shaven, not bad looking, a little swishy, clean, round butt, cut cock. Was an out-of-town salesman staying in a nearby upscale hotel.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was 16-yrs old, working as a part-time usher in a large movie theatre. Had engaged in gay sex for several years by then. I was tall, skinny, good-looking, cut cock, clean, little body hair, enjoyed anal sex, both ways. Jail Bait.
I was on the closing shift for the last movie. Was patrolling thru-out the theatre. Looked into each bathroom as part of my job. He was in one. He said hello, started a conversation about the theatre and my job.
As I had nothing better to do, I conversed with him. I was not into older male strangers. So all of a sudden he reached over and caressed my package.
I was sort of taken-a-back with that gesture. He said for me to relax.
He said that he would like to give me a blowjob.
I said that I do not have sex with older men. He said come with me to my room & I’ll suck you off and give you $20. Which was more than I made each week. I said that there would be no kissing, touching, no clothes off, no fucking, I would not suck him. All he gets to do is blow me. He agreed.

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 went to his room. We had to go into the hotel separately as I was underage.
I sat down on his bed and took my hard-on out. He got on his knees and started to slurp.
Pulled off and asked me to take my clothes out saying he wanted to feel & see me while sucking. When you are getting turned on, it becomes easier to do things.
Well with some extra money, we both became naked and proceeded to do other things. It ended up with me fucking him and He fucked me as well as sucked me. His cock was of medium size, cut and he could go for a while. My pussy hole got sore.

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? OK

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)

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 didn’t give a clear ‘yes’, but I didn’t give a ‘no’

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? Getting off

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? Very 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? Great

What do you think about the Casual Sex Project? Interesting, learn new things

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