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What’s your gender? Man
How old are you? 36
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? New York
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Engaged/Married (monogamous)
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 30
How many hookup stories have you here posted before? 1

While her fiancé waited in the car

How long ago did this hookup happen? 13 years ago

What was your relationship status at the time? In a relationship (monogamous)

How would you best classify this hookup? Friends-with-benefits

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

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 had the nicest ass in the world and a perfect body, She also had one of the best feeling pussies in the world- it was literally like putting my dick in liquid silk. I worked in retail security at the time and she worked in the cosmetics department for a major department store. We went out once or twice and had sex once before but soon the truth came out that she was on a break from her boyfriend and I was just the rebound, I was hurt but blew it off and we remained friendly. In the meantime I had a new girlfriend I was dating for about 9 months who was away at college. I figured out my girlfriend was doing her own thing on the side while she was away at school after I found condoms in her dorm and some other evidence she was fucking other guys. I was hurt at first but decided not to take the relationship seriously and since she was being safe with the other guys anyway as evidenced by the condoms I decided to just play along and fuck her a couple times a month when I went to visit and do my own thing while she was away. The other girl and I remained friendly and there was still a lot of sexual tension even though she had gotten back together with her boyfriend since and was now engaged.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was still dating my girlfriend but as I said I didn’t take it too seriously because I knew she was fucking other guys at college behind my back so i just could do my own thing without feeling guilty. That day we were flirting a lot in the store and she looked so hot in her tight black pants and low cut top. During the day we snuck into a stockroom and ended up making out and I told her to stop by my office on her way out later to say goodbye. Her fiancé was literally outside in the parking lot in his car waiting to pick her up from work and she stopped in my office when she was leaving. Things happened fast, we made out heavily and I locked the door. I layed her down on the floor and took off her pants and reached into her panties to feel her perfectly smooth pussy and inserted my fingers into her wetness as she let out a soft moan. She took off her panties and I got on top of her and entered her right away and I slid right in, even though my coworkers were covering for me because they knew what was going on, we both knew we had to be quiet and quick since her fiancé was outside and we were also at work. I got her to orgasm really quick and she buried her head in my chest to muffle her moans and I was so turned on I started to cum, I had no condom on and I knew she was on the pill and I was thinking how clean up would be hard and even harder to hide from her fiancé so I finished inside of her very hard and very deep, and she knew it too but didn’t seem to mind. I slowly went in and out of her still savoring the feeling of her wetness mixed with my hot cum inside of her as we kissed. She quickly got dressed and fixed her makeup in 30 seconds and tossed her hair and kissed me on the cheek goodbye and walked out to the Parking lot like nothing ever happened and I watched her get in the car and give her fiancé a kiss hello. It was kind of a turn-on knowing I just fucked her and he had no idea and just kissed her hello. That same night since my own girlfriend was home for the weekend I actually had sex with her too which added to the whole outrageous day! Looking back I resented her for cheating on me while I was forced to play stupid so this was like a silent revenge. I fucked the shit out of her and treated her rough in bed thinking of her as literally sloppy seconds.

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? The taboo of it, being at work and her fiancé waiting in the car outside for her clueless was all a turn on. I’ll always remember how wet she was and her tiny panties I left soaked after I came in her. We never hooked up again and I broke up with my girlfriend six months later. The other girl and I remained friendly and she is still married with a couple kids to the same guy now.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

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? I was blown away by the whole thing since it was surreal. Having sex with her while her fiancé was outside in his car and finishing inside of her and then going home and having hate sex with my own girlfriend the same night.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Power / Dominance, Revenge / Getting even

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 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

To whom did you talk about the hookup? How did they react? A couple guys I worked with knew about it and thought it was awesome.

How would you best summarize people’s reactions about this hookup? Relatively positive

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? Her body was so hot and her ass was perfect and her pussy is seriously one of the best I’ve ever fucked.

What was the WORST thing about this hookup? Nothing

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? A great part of my past and a good memory

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

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