by Surprised and Smiling
What’s your gender? Man
How old are you? 58
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Chicago area
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Freelancer
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 5
How many hookup stories have you here posted before? None
First Date Got Busy On A Car Hood
How long ago did this hookup happen? 27 years
What was your relationship status at the time? Single
How would you best classify this hookup? Short fling
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 a stunning brunette, maybe 25 which would have been five or six years younger than me at the time. We met through a newspaper’s personals column, talked on the phone, and agreed to meet at a movie. I felt good and was excited to meet her. Let’s call her Danielle.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I can’t recall the movie but we enjoyed it. We got along great. After the movie, we went to the parking lot and sat on the hood of her car, talking.
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?
When we were talking, I leaned over and gave Danielle a kiss. It was nice and sexy with some tongue. One thing led to another and then another. Next thing I knew, Danielle smiled and gently pushed me back on the car’s hood. We were making out – it was a big old sedan – and hands were roaming. I was getting very turned on. She ran her hand over my hardening cock and giggled “what did I find.” Then she unzipped my pants and reached in, pulling out my hard six inches. I was floored, afraid we’d get caught by someone leaving the movie theater, but I was so turned on by her feathery touch as she stroked me. All the while we French kissed.
She had the best touch and I was rapidly getting close. By then, I couldn’t care less who saw. My breathing sped up and I began bucking my hips and she jerked my cock. Finally, I began to moan in her mouth as I started to come, sending spurts of jizz out of my throbbing cock.
After I finished cumming, she brought her fingers to her mouth and licked them, saying “mmm”
She then kissed me and I tasted my own jizz, too. Amazingly, nobody caught us in the act. I zipped up after my cock tamed down. We kissed, went out for a snack, and then we went home in our cars as we had met there. I saw Danielle a few more times, but we never dated seriously, which was odd as that first night remains one of my sexiest moments ever.
How sexually satisfying was this hookup? Very
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 was so pleased the next day, and I felt like a penthouse forum letter. I wanted to have a serious relationship. We had several dates after and I even met her in DC when she was there for her job. We never had another sexual moment like that, we never even fucked. I think fondly of her, however. She was bi and I would’ve loved a threesome.
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), Learning new things, experimenting, Emotional intimacy, closeness, connection, To feel more desirable, Submission / Relinquishing power, Just happened, I don’t know why, just went along with it
How intoxicated were you? Not at all (no alcohol or drugs)
How intoxicated was your partner? Not at all (no alcohol or drugs)
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? One friend. He thought it was hot. It was!!
How would you best summarize people’s reactions about this hookup? Relatively positive
Did you get emotionally hurt as a result of this hookup? I don’t know / I’m not sure
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 we could’ve been caught and maybe arrested added to the thrill. Let’s face it, being jerked off by a pretty woman you just met is sooo sexy.
What was the WORST thing about this hookup? It never happened again
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It made me more open to daring outdoor sex and the thrill of it. Being outside, knowing I was cumming in the hand of basically a stranger, was such fun!
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? When we met in DC, she teased me by taking off her blouse before we went out. Lovely tits in a tight bra. We were going out with friends. I think it was a test. Later we had a romantic long kiss goodnight. Damn, I miss her a lot right now! Sorry, it didn’t lead to more.
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? Casual sex is fine with me. It’s been around as long as people have been around.
What do you think about the Casual Sex Project? It’s pretty cool.
You have a hookup story to share? Submit it here!