A Man’s First Encounter With Another Man

by Dylan

What’s your gender? Man
How old are you? 59
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Ottawa, Canada
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Retired
What’s your current relationship status? Single
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? Unsure
How many sexual partners have you had in your life (including oral sex)? 10
How many hookup stories have you here posted before? None

A Man’s First Encounter With Another Man

How long ago did this hookup happen? 15 years ago

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? He was an older man, probably in his late 50’s.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I had been very curious about how it would feel having a man’s cock in my mouth for many years. One night, although I was very nervous, I knew I wanted it to happen.

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 drove to a dark park that I had heard older men looking for blowjobs visited regularly. I got out of my car and went for a short walk along one of the paths. A man walked by me, rubbing his cock in his pants. He turned around after I walked by and followed me. I stopped and he approached me, now with his cock in his hand.
He stood in front of me and told me to get on my knees and open my mouth. I knew that all those years of wondering would soon be over. I did as I was told and dropped to my knees and he very slowly forced his semi-hard cock into my mouth.

I could feel him getting larger and larger in my mouth and he slowly started pushing his cock into my throat. I suddenly realized I was no longer in control of what I was doing and I felt really comfortable letting this man use my mouth for his pleasure. He then put both of his hands on my head and held his cock for what seemed like a really long time, completely in my mouth and into my throat. Slowly, he started pumping his cock in and out of my mouth and throat. He was hard as a rock now. He started moaning and telling me he was going to fill my mouth with his cum. Within seconds, I felt streams of cum filling my mouth. As his cock softened, he kept it in my mouth then told me to swallow his load. I swallowed every drop and realized that letting a man use my mouth and swallow his cum was the most incredible experience I have ever had. Also, knowing that I had completely satisfied him actually meant more to me than anything I have experienced in any relationship up until then.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, not even close

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? Afterward, he told me he had shown me that my place in life was to be on my knees satisfying a man. Later that night, I could not believe what had happened, but by the next day, I knew he was absolutely right.

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

What were your motives for this hookup? Learning new things, experimenting, Emotional intimacy, closeness, connection, Thought it was an important experience to have, To feel better about myself, Submission / Relinquishing power

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 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? No one

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? Realized I had found a part of my life that was missing.

What was the WORST thing about this hookup? Best thing I have ever done sexually and emotionally.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes

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? No

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? Nothing

What do you think about the Casual Sex Project? Very interesting.

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