A Surprise Ending



What’s your gender? Man
How old are you? 48
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
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)? 70+
How many hookup stories have you here posted before? 4

A Surprise Ending

How long ago did this hookup happen? over 10 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

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was at a bar with some friends who all wanted to leave and call it a night. I tried to convince them to stay for one more drink, but they wanted to go. Since they were driving, I had no choice, until out of the blue a very attractive young woman came up to me and said, “I’ll give you a ride home.”

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 stayed and had a drink with her and we danced a few dances before she gave me a ride home. Once we got back to my place, we sat out on my porch for a couple of hours just talking. We obviously had a connection. After a few hours, we starting kissing which eventually led to her undoing my belt and her proceeding to start sucking me off. I pulled her up before I could cum and we resumed kissing while I unbuttoned and removed her blouse and bra. Keep in mind, this was all happening on my front porch, albeit late at night. I took her hand and led her into my home, saying it’s late (it was about 4 am by then) and that we should go to the bedroom. She told me she could stay, but we couldn’t do anything. I agreed as I was hoping that this might progress into a relationship of some sort. She suggested that we both get naked and pleasure ourselves while next to each other in bed. I thought that sounded like a fun ending to our night. We both got naked in bed and start a session of mutual masturbation. The plan quickly changed when she got on top of me and lowered herself onto me. She was so wet and I was so hard that it happened without any protest from me. After a few thrusts, she asked me to get a condom. I put one on and she asked me to get on top. I slid back into her, and she came after a few thrusts. I thought we were just getting started when she said she needed to stop. I have been with women who get very sensitive after an orgasm, and I assumed this was the case. We quickly fell asleep soon afterward in each other’s arms. The next morning, she woke me up and she was already fully dressed and ready to leave. I was surprised that she was leaving so quickly but she said she had to go and would come back soon to visit.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, not even close

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?  Later that day, she came back to my place and said she wanted to give me a letter. She said she had worked on it all day and wanted me to read it. I must admit that I was pretty scared because I was afraid that she might have been HIV positive. I read the letter rather quickly and discovered that she was married. Her husband had been out of town, she went out with some friends, she had taken ecstasy and saw me and gravitated toward me. After reading the letter slowly a second time, I asked her a few questions. It seems that she knew who I was, I apparently had done some work with her office, and she had immediately recognized me when I walking into the bar that night. She also confessed that took off her wedding ring when we got into her car.

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), Hoping or expecting it would lead to something more

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Alcohol, MDMA, ecstasy, molly

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

Did you consent to this hookup at the time? I didn’t give a clear ‘yes’, but I didn’t give a ‘no’

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They didn’t give a clear ‘yes’, but didn’t give a ‘no’

To whom did you talk about the hookup? How did they react? My friends whom I went to the bar with that night. They asked what happened after I left, and I told them the whole story

How would you best summarize people’s reactions about this hookup? Relatively positive

Did you get emotionally hurt as a result of this hookup? A little bit

Did your partner get emotionally hurt as a result of this hookup? A little bit

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The emotional connection that we had. We chatted for hours before anything happened.

What was the WORST thing about this hookup? I really thought that she and I were going to start dating. Even before we went to bed and after I found out that she was married, I told her that I really thought she and I were going to end up being boyfriend and girlfriend. I wasn’t mad at her I was just really disappointed that this was only going to be a one night thing. I could tell she was very conflicted by the evening. I got the feeling that she felt like we had a definite connection but that was going to be the end of it. If only she had been single . . .

All things considered, how POSITIVE was this experience? A little positive

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

Anything else you want to add about this hookup? I really felt like pulling her into my arms that night and making love to her again before she went back to her husband. I felt like part of her wanted me to do that too, but I felt that would have been wrong.

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