Unexpected Encounter



What’s your gender? Man
How old are you? 50
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Santa Monica
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Consultant
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
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)? 5
How many hookup stories have you here posted before? 0

Unexpected encounter

How long ago did this hookup happen? 35 years ago

What was your relationship status at the time? Single

How would you best classify this hookup? One time seduction

How long did you know the person before this hookup? For less than a week

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? Partner was a college guy, maybe 19 or 20. White guy, about 5’10” black hair and beard. I only met him that week.

I played percussion for my school orchestra and band in high school and took private lessons as well. My teacher was putting on a concert for some of the local schools and asked me to join the percussion ensemble group he formed. There were six of us plus my teacher.

The rehearsal was about an hour from my house and my parents dropped me off. I was getting a ride back with one of the older players that lived closer to me.

One of the other players, C., who was also in high school lived near the rehearsal hall, and during a break we all headed over to his house. It turned out he had a swimming pool. Some of the guys had brought swim suits and C. lent me an extra one he had, as we were both about the same size.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? When it came time to get into my suit, one of the older college guys, Brian, joined me in the pool changing room. I was small for my age. I have blond hair and blue eyes, was maybe 5’7″, around 115+ pounds and had a slim build. I certainly would have fit the description of a “twink”, had that term existed back then. I was taking my clothes off, and as I slipped my underwear off and reached for the swim trunks, I saw Brian’s reflection in the changing room mirror. He was standing, still fully clothed, behind me. He said something like, “Nice package”. Maybe he was expecting me to be less developed because of my smaller youthful appearance, even though I was 16. In any event, I was a little unsure what to think of his comment and just stood there.

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? He told me what a nice body I had and said I had been running around all morning and need to just relax some. Brian turned on the faucet in front of us and ran some warm water. He reach around and lathered his hands with the hand soap and warm water. I just continued standing there, like a deer in the headlights. Then, standing behind me he reached around with both hands and began to gently fondle my balls and cock with his soapy hands.

My penis quickly began to harden as I watched fixated, on my reflection in the mirror. Soon my cock was pointed straight up. Again he made some comment that made me think he was surprised at the size of my erection (which was probably around 6″ when I was this age). Looking at the mirror I could see myself at full attention and watched Brian fondle my now soapy smooth sac in one hand and run the other over the length of my hard shaft.

He moved one hand up to my smooth chest and pulled me back slightly until I was leaning back against his body for support. He held me close to him as his “free” hand wandered between my abs and chest. He kept up a slow steady jerk off of my cock, “polishing” the knob and sliding down the length of my shaft again. Of course, it felt great, and I could feel the tip of my cock tingle with every stroke.

Brian encouraged me to just lean back and let him help me relax and just enjoy the feeling.

It didn’t take long before I could feel myself on the verge of mumming. My whole body stiffened as Brian continued jerk me off. Soon I ejaculated and cum shot out of my cock and into the sink and counter in front of me. Brian rinsed his hands off and towelled me off.

How sexually satisfying was this hookup? Somewhat

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 never said a word, still too shocked by the whole experience. I slipped into my bathing suit, went out the door and dived into the pool.

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

What were your motives for this hookup? Just happened, I don’t know why, just went along with it

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? Not at all

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? A little bit

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? A little bit

What was the BEST thing about this hookup? Getting Attention and having someone admire my body

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? A little positive

All things considered, how NEGATIVE was this experience? A little negative

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