Random Sex

by Jim

Gender: Male
Age: 21
Race/ethnicity: white
Current location: USA
Highest education received: Some college (currently in college)
Occupation: bank teller
Relationship status: single
How religious are you? Not at all
Sexual orientation: Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 3
How many hookup stories have you here posted before? 0

Random Sex

How long ago did this hookup happen? 3 days

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…)? one-night stand

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 older than me, in her thirties. She seemed nice, and looked sort of like a younger Bjork. I walked into a bar to have a beer by myself and she was sort of in the way of the nearest seat. I asked if it was taken, and then sat in it when she said no. Initially I thought she was just a nice lady.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? She engaged in conversation with, me slowly feeling me out and eventually saying that I was attractive. I said no because in conversation she told me that she was married. Then she mentioned going to a strip club, because she’d be aroused to see which women I would be paying attention to. She had bought me two beers at the bar, and I was loving the free drinks and thought she wasn’t unattractive. I didn’t thoroughly check her out, but she wasn’t very overweight and had a pleasant face and nice hair. We ended up going to a club instead where she paid my cover charge (or rather her older girlfriend paid). We danced, she bought me two more beers, I acted the fool. Then she got us a cab to my father’s house and I told her to come with me.

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 told her to follow me into the pool shed. She started asking questions but I immediately took her dress off. When I pulled my pants down, she began to provide fellatio. I allowed this for a couple minutes or so, and then pulled her up and bent her over and put on my condom.  I felt very dominant. I fucked her in the vagina for maybe five or ten minutes. She was moaning fairly loud by the end of it. I spit on my finger and put it in her anus. Then, after feeling around a little I inserted a second and soon after started fucking her in the ass, without permission nor protest. It went in hard but really turned me on. She quieted down a little and took it. Then she asked me to ‘move down’ and I went back to her vagina. I was worried about sanitary stuff for her sake, but it was her idea. I kept fucking her for who knows how long. She was moaning very loudly and started to fuck me back. This went on for a bit, then I grabbed her shoulders and fucked her hard and deep. She started moaning even louder, and I worried she might wake someone up. Eventually she asked me to come and suddenly I realized that I wasn’t really about to come like if I were masturbating, just sort of brutally fucking her because I wanted to, not because I wanted to necessarily come for orgasmic pleasure. Initially, she wasn’t that wet, but by this point she was nice and slippery. I suggested that she ‘suck me off’ and she agreed. I removed the condom and she gave me fellatio once again. I still wasn’t climaxing with her blowing me, so I pulled out my dick to masturbate, so I could focus on cumming. Then I put my dick back in her mouth, but to no avail. At this point I grabbed her head and fucked her face(for lack of a more accurate description) for quite a while, and I could tell she was having a little trouble breathing, but she kept rubbing and touching me so I wasn’t worried. Then I finally ejaculated a huge load down her throat. She commented that ‘I came a lot on her mouth.’ We walked to the end of the road and waited for her cab.

Did you have an orgasm? Did your partner(s)? I think we both did.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? I used a condom for sex other than oral.

What were your REASONS for having this hookup? I had been wanting to have sex lately and she allowed me to fuck her. I could easily have pussied out, and I think she actually was expecting me to but I rose to the occasion.

Were alcohol or drugs involved? If so, how much? I had four beers over 2 or three hours, and was high when I arrived at the bar from having vaporized cannabis.

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? I felt worried, initially because I had sex with a person who I didn’t know.  I feel good about it overall, but it was a bit risky and I won’t do anything quite like that again. Next time, only vaginal sex with a condom.

To whom did you talk about the hookup? How did they react? I told my father, he called me a lucky bastard. I told my mother, and she felt it was an immoral choice on the woman’s part. I don’t really want to tell anybody else except maybe a counselor.

Was this a consensual and/or wanted experience for you? For your partner? It was mutually consensual.

Do you regret this hookup? If so, why? No. I would have done it a bit differently, if I had the choice, but overall I was fairly responsible.

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 feeling dominant. I knew I could be, but haven’t been in the past in my sexual relationships, out of respect.

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

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

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

What’s Your Fantasy? Click here to be part of the largest survey on sexual fantasies ever!