What’s your gender? Man
How old are you? 33
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What’s your current relationship status? In a serious relationship (monogamous)
What’s your sexual orientation? Heterosexual


How long ago did this hookup happen? Last weekend

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

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? For 1 to 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? Ashley has brown eyes, shorter brown hair, and she is very petite. She doesn’t really have tits, but does have a cute little ass. She is around 5’2″, mid 20s, and is very cute. She used to work at my insurance company a couple years ago. We used to flirt a bit back then, but it never went anywhere.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I recently changed insurance companies and went in to get new coverage documents printed out. That’s when I saw Ashley behind the front desk. It was like no time had passed when we saw each other. She jumped out of her seat to come and give me a huge hug. I was in a bit of a hurry and asked if she wanted to grab drinks later that night to catch up. She agreed and we exchanged numbers. We ended up meeting for dinner first, which went really well. There was some light flirting, but it was nothing serious. It was around 8 PM and she asked if I still wanted to go get drinks, and I said sure. There was a bar just down the block from where we were. We walked outside to the parking lot, and she followed me there. There weren’t many people in the bar. We sat and had our drinks. The flirting progressed more with the more we drank. She started to touch my leg and run her hand up my thigh. I could tell she wanted to hook up at that point. We stayed there until around 10. She asked me what my plans were for the night and I said probably to go back to my place and just hang out. She moved her hand up my pants to my hard dick and rubbed it. She asked if she could stay with me tonight. I wasn’t about to pass it up. I paid our tabs and we left. Once we got in my car, we started to make out. I lived only a few minutes away from where we were and drove us there. We went inside making out as we did. Once inside, she followed me to the bedroom.

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 pulled off her shirt and dropped her pants before jumping on my bed. She was not wearing a bra, but did have on panties. I disrobed and joined her on the bed too. She immediately took my cock into her mouth. She was pretty decent at sucking cock. I fingered her as she did. She then pushed me back and crawled on top of me and pulled her panties to the side. She lowered herself down onto me and I sank in deep. She felt great. She was amazing to watch ride me. She rode me for a while, then asked me to do her from behind. I got behind her and reached for a small bottle of lube by the bed. I lubed up my cock and tried to push into her ass. She tightened up and told me she doesnt do anal. I wrapped my hands around her small waist and pounded her pussy deep instead. It felt great and she didn’t seem to mind. She ended up cumming. I told her I was getting close too and she said I could blow it in her. I didn’t think twice and sank in deep as I shot my load into her. We ended up falling asleep right after.

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? We showered together the next morning and I fucked her again. I tried to fuck her ass again and she said no again. I ended up blowing it all over her face.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? Very

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? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Very attractive.

What was the WORST thing about this hookup? No anal.

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!