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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
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation:
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 25+
How many hookup stories have you here posted before? 0

She Worked With Me

How long ago did this hookup happen? 20 years ago

What was your relationship status at the time? Engaged/Married (monogamous)

How would you best classify this hookup? Short fling

How long did you know the person before this hookup? For less than 6 months

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? She was just out of high school so 18 or 19, cute, round-faced. She was going to be chubby but wasn’t yet and was still pretty hot looking. We worked at the same store and when she worked she would come by to say hi and give me a hug. We never talked much so I didn’t know much about her. I took that opportunity to try to feel up her tits and ass when no one was looking. I knew she had a crush but figured it was passing and wouldn’t amount to much

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? One day she asked me if I could give her a ride home – I can’t remember what the reason was. I let my wife know that I’d be a bit late to give a co-worker a ride home. When my shift ended, she was dressed in a black dress and Doc Martin boots. She had been coloring her hair a lot so it was a weird red color that didn’t work too well with her pale face and freckles. Oh well.

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 proceeded to drive her home in my then crap car. I slid my hand from the floor shifter to her leg and she put her hand on my hand. As we were driving, I slid my hand up her leg until my pinky was touching her panties. She tried to stop me but I persisted.

When we got to her apartment, she invited me in for a drink of water (it was a hot summer day). We went into the kitchen and she explained that she crashed on the couch and didn’t have a room of her own. When she handed me the water, she pushed up against me and started to kiss me. I kissed back and felt her up, then started to pull up her dress. She stood back and took it off, tossing it on the kitchen floor and resumed kissing me. I unhooked her bra and then slipped my hands into the back of her panties. She stepped back to the counter, slipped off the bra and panties and perched her butt on the counter, lifting her legs (and Doc Martens) and spreading them for me. Her cunt hairs were nicely trimmed and her tits were perfect firm B cups. I slid between her legs, still fully dressed, and kissed, massaged a tit and finger fucked her. She dropped her hands to my waist and started to undo my jeans. I finished it and slid my dick out of my boxers, preparing to impale her when a roommate barged into the house. The kitchen was in full view of the entrance door so she quickly slipped off the counter and threw on her dress. That was as far as we got that time.

I did finally fuck her. There as a party for someone leaving the store for school and I gave her a ride to it. On the way, I stopped in a dark park and fucked her on a picnic bench. She was on BC so I filled her cunt with my seed.

How sexually satisfying was this hookup? Somewhat

Did you have an orgasm? Yes, one

Did your partner have an orgasm? I don’t know

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? The day after the party, my wife and kids stopped by work and she saw us hugging and kissing. She never came by for another hug or a ride home after that. She did call me for a reference and I said I would in exchange for another fuck. She hung up on me. Oh well!

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Fun, pleasure, horniness, Revenge / Getting even, Just happened, I don’t know why, just went along with it, It was easy / convenient

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 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

What was the BEST thing about this hookup? Getting back at my cheating wife.

What was the WORST thing about this hookup? Didn’t get to fuck her more. I know if sounds shallow, but she thought sex would lead to something and I just wanted the sex.

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

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