Last Night

by Tom

What’s your gender? Man
How old are you? 31
What’s your race/ethnicity? White / Caucasian
What country and/or city do you live in? Nyc
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
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? 4

Last night

How long ago did this hookup happen? Six years ago

What was your relationship status at the time? Single

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

How long did you know the person before this hookup? Just met that day

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? Her name was J. Really cute California girl. Pale white skin, black hair, tall, and pronounced features. We met at a bar on the upper west side when I was visiting Nyc, at the time. We hit it off quickly.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Met at a bar. A cool place in a fairly uncool neighborhood, but it was around midnight and not knowing the city, I went to the nearest place that I heard was cool nearest to my hotel. I had sat and hung out with a drink for around an hour. Was chatting with a guy about his dance moves and traveling to England. Two girls came in who were friends of his and I talked to the one he wasn’t going after. In a way he was my unintentional wing man. Me and J started talking about a number of things, mostly fitness and races And kept drinking and drinking. We started a bit of physical contact to see what the vibe was and around 3am we started making out and decided to head back to her place.

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? We got back to her studio in Hell’s Kitchen. We were both pretty drunk. We fell into her bed and started making out and taking each other’s clothes off. I went down on her and tasted her pussy. She was very cute and aided me to mind the unwaxedness. It wasn’t a problem at all. We fingered for a bit and started fucking. I was trying to get into my rhythm and she was moaning up a storm. I think she was expecting me to come fast, but I said I was just getting warmed up. She said she’d stop faking. To which we both laughed. I told her to get on top of me and started to rock slowly. I could feel her pussy getting wetter as the slowness was turning her on. We made out and I sucked on her nipple while we increased our pace. I stuck my finger in her ass while she was on top and have her a pseudo double penetration. She was enjoying it. We eventually changed around our positions and I fucked her hard in doggy style and she came hard. I laid down and starting jerking off while she kissed me. She wanted to come in a condom while fucking her, but I shot my load on her stomach and tits, which annoyed her a little bit. She wasn’t the biggest fan of semen. But she laughed about it and we both fell asleep around 5:30 as the sun came up.

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 woke up around 8. I had to go catch an early flight. She asked me if I was hanging around and wanted to know if I wanted breakfast with her. I had to decline as I would have missed my flight. I rally liked her and we probably would have dated if I was living in NYC at the time. We kissed and parted ways. I emailed her as I was planning on coming back in a few months, she replied and was keen to meet, but then as a I emailed her not too long after, I never heard anything from her. Figured she had gotten involved, which was fine. I think we both wanted just a quick NSA thing, but there was a lot to like from each other. Oh, well.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Intoxication, Just happened, I don’t know why, just went along with it

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Alcohol

How intoxicated was your partner? Drunk/high but not wasted

What substances did your partner(s) consume? Alcohol

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? I don’t know / I’m not sure

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? No one.

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? Great sex with a pretty and fun girl.

What was the WORST thing about this hookup? That there may have been something there. I could have been a good little connection.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It was fun and needed. We were both open and the fact it was my last night and she probably saw it as an opportunity for some NSA fun. That’s all.

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!