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What’s your gender? Man
How old are you? 41
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Wichita
Highest education received: High school diploma
What’s your current relationship status? Single
How many sexual partners have you had in your life (including oral sex)? 400+
How many hookup stories have you here posted before? Many

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How long ago did this hookup happen? 20yrs

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? For more than 3 years

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? I had met her when I was dating another girl. She had a thing for me for many years but had never said anything to me. She was about 150 but a taller girl so she wasn’t fat, she was kind of a dork but had a good personality. We had lost contact for years but had recently run into each other again though I don’t know how

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? You could say it began in high school for her but I never looked at her as more than a friend. Our hook-up happened many years later. It was a weekend and I was at my job, after hours, working on my car. She was bored so I told her she could come hang out if she wanted.

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? She showed up and we were talking while I was working and then she started to make advances. Next thing I know, we are in the office making out. I was rubbing her pussy through her pants and could feel her getting wet. She stops me and says “you really want it, don’t you?” I said yes. She stands up, turns around and pulls her pants down. I barely slipped into her pussy from behind. After several minutes of attempting, she stands up and pulls her pants down to her ankles and lays down on the floor. I get maneuver between her legs, she holds me tight and I penetrate her. She felt as good as I had imagined she would. I paused for a minute once I was inside her, starring into her eyes and we kissed again. We had slow and passionate sex, lots of kissing and eye contact. She had several orgasms and when I felt I was ready to cum, I pushed slow and deep into her and filled her pussy with several weeks of cum. She kissed me and said she could feel it inside her. We laid there for several minutes before we decided to get up

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? She hung around for a while and said she was tired, full of cum. And relaxed so she was going to go home and to bed. Birth control was never mentioned but part of me hoped she wasn’t and that I knocked her up. I only talked to her one more time after that night and then she vanished as fast as she appeared.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, I don’t know if my partner was on any (other) method

What were your motives for this hookup? Attraction to partner(s), Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more, Just happened, I don’t know why, just went along with it

Do you regret this hookup? Not at all

Anything else you want to add about this hookup? Several years later, we managed to catch up and fucked a few more times. Story to come

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