by Pops

Gender: Male
Age: 38
Race/ethnicity: White
Current location: NY
Highest education received: College degree (eg., BA, BS)
Occupation: Writer
Relationship status: Married
Religious affiliation: Christian
How religious are you? Somewhat
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? Seven vaginal, plus others
How many hookup stories have you here posted before? Three

Crazy Girl

How long ago did this hookup happen? Nineteen years

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? Short fling

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 a co-worker on one of those random jobs you have as a college student. Pretty, slim but with nice curves, long black hair and half American Indian. Like me, she was in her late teens and grew up poor and in difficult circumstances. I had not thought of her sexually until we hooked up. I had very low self esteem and did not think that I was attractive to women.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We were working separately near a lake and bumped into each other by chance. For some reason we ended up in a wooded area down by the water where we could not be seen, sat down and started talking. I don’t remember how it became sexual. I doubt I instigated it.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? Did you have an orgasm? Did your partner(s)? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? We began kissing, and I started working on her breasts. I unhooked her bra and pulled her top down and sucked her nipples for a long time, and she told me she wanted me. 

Neither of us had a condom, but being young and dumb and horny, we didn’t care. We got her panties off and pulled her long dress up while I took down my shorts. She lay back in the grass and I got myself inside her. We did what people do until I pulled out and came on her pubic hair. She didn’t cum, which was normal for her, unfortunately. It was spur-of-the-moment and rushed and set us off on a fucking spree that lasted for the next month or so.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? None. Having unprotected sex on the spur of the moment was a pattern for me in my 20s on the rare occasions I had sex. I’m lucky I’m clean and only have kids with my wife.

What were your REASONS for having this hookup? I was 19 and hadn’t had sex in over a year, and she wanted me, which was a revelation for me at that age.

Were alcohol or drugs involved? If so, how much? None.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? We did it again as often as we could. When we would ride with co-workers to job sites, we would always sit in the back so she could slide her hand up my shorts and play with my cock, which she loved. 

One night, she called me very late. I was up, being an insomniac. She asked me to come up and fuck her if I could. I basically stole my father’s van to get some pussy from her. When I got to her house, she greeted me at the door wearing lingerie and we went up to her bed. She lived alone in a house her grandmother had given up and she was trying to hold onto. 

We undressed, made out, and I sucked on her tits before I slid down to eat her pretty, unshaven half-Cherokee pussy. She warned me that her boyfriend had come inside her earlier in the day, but I didn’t care and ate her anyway. Her lips were prominent, wrinkly and enticing. She rubbed my head and told me how good I was, which is ironic because she wasn’t orgasmic at all. 

That night was my first experience being rough with a woman so I could get off. We were in missionary position, and I held her down by her head and fucked her HARD. Looking back, it was one of those weird things people do during casual sex where you don’t have to look your partner in the eye the next day, or ever again. 

At that time I had no idea that some women prefer to be fucked, and not made love to. I beat her pussy up until she begged me to come inside her, which I did. 

Afterwards, she did her best to suck me hard again and got on top, which she normally had a problem with because of previous sexual abuse. We went at it for at least an hour without me having another orgasm, until it got so late that I had to leave and get home before my father awoke to find his van was missing. I showered off and split.

To whom did you talk about the hookup? How did they react? No one. Our colleagues probably suspected something was up, but no one ever approached me. She later told me her on-again, off-again boyfriend broke into her house the afternoon before she called me and was hiding in her basement while we fucked upstairs. Uh, what???

Was this a consensual and/or wanted experience for you? For your partner? Yes on both parts.

Do you regret this hookup? If so, why? I regret getting involved in her drama. As I later learned, she was pregnant by her boyfriend at the time. They reconciled, and at one point I randomly ran into them on the street. She introduced us, which was uncomfortable.

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? The best thing was that, as a teenaged male, I needed sex like I needed air and got it. 

The worst part was getting into the drama of crazy people living dead-end lives. I’m forever grateful I didn’t get her pregnant at 19 or get shot.

All things considered, how POSITIVE was this experience? Somewhat positive
All things considered, how NEGATIVE was this experience? Somewhat negative

Anything else you want to add about this hookup or anything else? Not using a condom is like playing Russian roulette. Don’t be a moron.
Could I use parts of this story for a book on hookups?: Yes, please
Would you like to be contacted in the future for potential participation in research?: No, thank you
I am starting a book plus documentary film project on people who have had more than 1,000 sexual partners. Do you fit that criteria and, if yes, would you like to be part of the project?: No, thank you
Would you like to sign up for my monthly newsletter (info on my sex research- and sex education-related projects)?: No, thank you
Website you would like linked to in your story: 

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