Unexpected Encounter



What’s your gender? Man
How old are you? 37
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Montreal
Highest education received: Post-graduate degree (currently pursuing)
What’s your occupation? Project Manager
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Agnostic
How religious are you? A little
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 12
How many hookup stories have you here posted before? 0

Unexpected Encounter

How long ago did this hookup happen? 4 months 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? She’s part European and African. I didn’t know her much since I knew her from the previous night. It was the first time we dated and met. She called me after the first night at that restaurant, asking if I wanted to have dinner with her, as I already ate, we planned for a drink instead. I thought she was a nice woman and was looking to date anyway. I wasn’t expecting what was coming, honnestly.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? As said, we had a drink or two, and two more while dinning (second dinner for me). We then walked away and toured in the old Montreal. We had small talk and such. I don’t remember exactly. Though after a while, I felt attracted to her, maybe it was because she was really in to me, which I didn’t know at that time. I looked at her and found her pretty, sexy, I liked how she smiled to me. Then, we sat and talked, getting closer to each other, touching and teasing. After a while, I turned my head toward her and got closer, we kissed. It was a marvelous first kiss, we took our time but were really excited, not knowing what was happening next. Then we kissed more intensely, forgetting people around us. Afterward, we left and walked. I thought to my self, “wow, I may have a hookup, a one night stand. Is this what I really want? Do I really want to have sex the first night of a date?” Then I felt my inner gut and said “why not! Alot of people are doing it and no one is dead, yet.”

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? So I walked her home, to her place. We went to her apartment but I had to shut my eyes off because she had to clean her mess. LOL Wow, that was a pretty weird experience, but it was also exciting… as it wasn’t expected even for her!
She brought me to her room, we undressed, touched and kissed. We then went to the shower, kissed, teased, masturbating each other while the hot water was pouring down on our nervous bodies. A part of me was expanding 😀 and she felt it. I didn’t penetrate her yet but we did as if it was the case, for a while. Then I slowly put my P into her V. It was so hot! It’s been a couple of months since the last time I had sex.
I wasn’t really comfortable so we went in her bed and finished our business there. It wasn’t the best sex for me as I felt some pain. Though I had an orgasm and her, two or three times. I slept with her and we had sex another time in the morning
This encounter, potentially a one night stand only turned into a regular date, we had sex one or two times a day. What’s cool is that we are now a couple, it’s pretty new but still, casual sex turned into relationship.

How sexually satisfying was this hookup? Somewhat

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, multiple

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? The next day, I felt pretty well! And her too I guess. We knew each other for just over 36 hours… so it felt a bit akward but not enough to not date again. We had breakfast that morning. We date ever since! Sex got better and better as we learned more about each other. Like a previous story I just read, we have a connection: head, heart and sex are connected. We are in love and appreciate each other in our life.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Withdrawal, IUD (Intrauterine device)

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more, Thought it was an important experience to have, To feel more desirable, To cheer myself up, I was feeling lonely, 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

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? One of my friend. He was happy for me. hehe

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

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? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? I was good and wanted. I followed my feelings and met a wonderful woman!

What was the WORST thing about this hookup? Well, as she undressed I was surprised that her boobs didn’t look as expected… won’t say more but it was a bit disappointing. Though it was good sex.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes, because I didn’t feel guilty or dirty and enjoyed not only that hookup but those after.

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

All things considered, how NEGATIVE was this experience? Not at all negative

Anything else you want to add about this hookup? No, except tell to those who read: if it feels right, go and respect your limits and those of your partner.

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? Well, I’m not that much into casual sex, I had some few years back, for sure. But I prefer to keep sex into official relationships. It feels like I’m afraid that I’d love casual sex too much and feel never satisfied with my exclusive partner.

What do you think about the Casual Sex Project? It is nice! I would say I get turned on when reading some stories. The best part though is that I get another perspective about it and like to hear how other lived their experiences.

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