What’s your gender? Man
How old are you? 65
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? US
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Educator
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 75
How many hookup stories have you here posted before? 1
SA Girl in the Back of My Car
How long ago did this hookup happen? 2 days ago
What was your relationship status at the time? Engaged/Married (monogamous)
How would you best classify this hookup? Paid sex
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? I first saw Ashley on a sugar daddy website. At first, I thought that she was a catfish, her pictures looked too good to be true: young, thin, long blond hair, and super cute smile.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I picked her up at her apartment near downtown. I was a bit stunned by her appearance. She was actually the girl in the pictures. I was nervous about her being underage so I asked to see her ID. She had just turned 19. I’m 65.
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? The plan that we agreed to online was to go to lunch. I headed off to that direction. We started talking on the way and she talked a bit about needing money. I put my hand on her leg and she moved closer. I figured I’d go for it and I said that we didn’t really need to go to lunch, we could go right to a motel. She was good with it.
I hadn’t planned for this. I figured that either she wouldn’t match her pictures or if she did, it would take more than one lunch date to seal the deal. That’s why I scheduled a business meeting soon after lunchtime.
She asked if I smoke pot, but I declined, explaining that I gave that up decades ago. I ask if she’s a user, and she told me no, just a pot smoker. I don’t know if I believe her.
As we were driving, we were rubbing each other. Her tits are really small, the tits of a 19-year-old girl. I’ve always wanted to have sex in a car, but never have the chance to do it. So, I ask. She’s game. First, we stop in a convenience store; she buys condoms, I pee. We drive around and end up in a recreation area and park behind the ice skating rink that is quite deserted.
She’s at it right away, she knows what to do. Quickly we are in the back seat. She’s naked, my pants are around my ankles and she’s sucking my dick like a champ. It’s hard for me to cum usually, but I’m almost ready to burst. I stop her and tell her I want to stick it in. She’s game with that and we try a few positions in the back seat. Finally, I’m cumming in her, with the condom. I’m barely done when she says, “Uh oh.” I look where she is looking and there, out the back of the building, comes the Zamboni. The driver is looking right at us. Shit.
I ask what do we do now, but quickly realize that best course is pull up my pants and high tail it out of there, which is what we do.
We try to find a place to have the lunch we were supposed to have in the first place but realize that I’m running out of time and I don’t really need to sit with her at lunch.
On the way back to her apartment I ask her to suck my dick, and she readily and enthusiastically complies. One problem, I didn’t take the condom off in the excitement and now it’s gone. If my wife finds the condom in my car, it will not be good.
I drop her off at her apartment and we talk about the next visit. She’s good with an afternoon in a motel room and videos. I hand her some money, and ask if that’s good, she says yeah. Worth every penny.
I still need lunch and have a few minutes before my appointment. I go in for a slice and in the pizza parlor bathroom, start stripping down to find the lost condom.
There it is, in my shoe. It must have gone down my pants leg and ended up in my shoe.
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?
All in all, a great experience. I’m going to try to see her 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, Attraction to partner(s), Learning new things, experimenting, Thought it was an important experience to have
How intoxicated were you? Not at all (no alcohol or drugs)
How intoxicated was your partner? I don’t know
What substances did your partner(s) consume? Marijuana, hashish
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? Only here!
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? How can I count the ways? Too many to list.
What was the WORST thing about this hookup? Trying to find the lost condom.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I’m already an enthusiast for casual sex, this just made it more so.
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? Not at all negative
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? I wish it was more socially acceptable. This website is helping that effort. Thanks
What do you think about the Casual Sex Project? It’s great.
You have a hookup story to share? Submit it here!