First Anonymous Hook-Up

by Parker

What’s your gender? Man
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Arkansas
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)? 17
How many hookup stories have you here posted before? 4

First Anonymous Hook-Up

How long ago did this hookup happen? 15 yrs

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? 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? She was young, just turned 18. She had brown hair and eyes and was chunky. The best description would be plain. There was nothing exceptional or special about her. If I saw her in a store, I would give her a second look.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We met in an adult chat room. Each room was designated for a different state, so I knew that anyone I met would be relatively close to me. After a few hours of chatting, I finally found someone in the same town. I live in a somewhat small town, so it wasn’t often that you find someone who lives down the street in one of these chat rooms. She and I both realized that we had lucked into meeting each other, so we didn’t skipped all the awkward small talk and went straight to talking about hooking up.

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 didn’t want to bring her back to my place, in case she was crazy or something, and she still lived with her parents, so we decided that I would come to her place and we would fuck in my car. It had gotten to be about 3 am, so everyone at her place would be asleep. It took about five minutes to drive to her house. When I pulled into the driveway, she was standing outside. We had exchanged pics, so I knew she was very plain, but I was horny and she had a vagina. I got in the back seat and she got in, as well. Once we were alone, I unexpectedly became nervous. I had only had sex with two people up to this point, and I was in a relationship with them at the time. I had never had anonymous sex at this point and was surprised that my nerves had gotten the better of me and I was having trouble getting hard. I apologized for my nerves and lack of erection. She said it was ok, and that she was nervous, too.

She pulled her pants down and bent over, ass towards me. Likewise, I pulled down mine and got into position, but again, no erection. So I started fingering her. She reached back between her legs and started stroking my cock and balls. She was really enjoying what I was doing to her and eventually I became hard from her playing with me. I put on a condom and slid my cock into her tight, and by this point, extremely wet pussy. As I was fucking her, I reached around and started rubbing her clit. She was really getting into it, but the combination of my nerves and her 18 yr old, tight pussy was more than I could take and I came quite a bit sooner than I usually do. I continued to fuck her, but I was a little embarrassed about my lack of control and started to go soft. She tried to be supportive, but I could tell she was disappointed. We both pulled up our pants, made quick comments about trying to hook up again, when we had more time and a place to fuck, and she got out of the car.

How sexually satisfying was this hookup? Somewhat

Did you have an orgasm? Yes, one

Did your partner have an orgasm? No

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 tried to contact her again the next night, but she never responded. Even though I didn’t find her attractive, or sexy, her pussy felt amazing. Had we met again, things would have gone better. Even though 15 yrs have passed, I would still welcome the change to hook up again.

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, Learning new things, experimenting, Thought it was an important experience to have, It was easy / convenient

How intoxicated were you? Not at all (no alcohol or drugs)

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 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? No one

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? The fact that it was anonymous. We didn’t exchange any info about each other. The only reason we met was to fuck.

What was the WORST thing about this hookup? Nerves and my inability to perform to my own standards.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It was my first. It made me realize that women are looking for easy, uncomplicated, unattached sex just like men.

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

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

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