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What’s your gender? Man
How old are you? 60’s
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? New England
Highest education received: Post-graduate degree (currently pursuing)
What’s your occupation? Educator
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Jewish
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)? 100
How many hookup stories have you here posted before? 4

Ivy League Coed In The Car

How long ago did this hookup happen? 1 month

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? Ellen goes to an Ivy League college. We connected online and hit it off immediately through texting. She was clearly about making sure there was payment involved and I’m OK with that. Her pictures were great and the propects of spending time with her got me going.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We met at an upscale restaurant. I’ve met women through this website before and have had great luck with it. I was hopeful that something would come of this, but also made sure that my hopes were not too high. I didn’t want to seem desperate or be too disappointed if nothing came of it.

We agreed to a modest gift for her for just showing up, then a more generous payment if we got intimate. I was hoping for the intimate.

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? She looked like her pictures. Beautiful. Long dark hair, olive skin, short, thin with a slight build. She wore a heavy sweater so I couldn’t really see her body but could tell that she had a nice shape.

We continued our good conversation that started while we were texting. Despite the age difference we had a number of things in common and talked about those.

After we talked and got comfortable with one another I asked if she wanted to go somewhere more private. I think she knew the code. She said she had a meeting in less than an hour and a half. I felt that by the time we checked into the hotel and checked out and got comfortable there would not be enough time to really enjoy ourselves. I think she was a bit surprised by that. We chatted a bit more and I suggested that we head to my car to talk in private. I don’t know what I had planned, I thought we could make out for a bit.

On the way to my car, I got lost. I started joking that I was so embarrassed and depressed that I had a hot girl who was ready to go and I couldn’t find my car. She laughed. I then continued on saying that I had a hot girl who was ready to give me a blow job if I could find my car. She still laughed and didn’t say I was wrong.

I finally found my car and it was fortunately already parked in an out of the way lot. We began making out and we began rubbing each other under our clothes. I suggested we move to the back seat. I started sucking on her tits and fingering her. I’ve got a lot of experience playing with pussies and she was getting into it. I put my pants around my ankles and she put my dick in her mouth. Back seat blowjob. Yes. I told her how hot it was and she said she lost her virginity in the back seat of a car.

Finally, I asked if I could stick it in. She asked if I had a condom, and I asked if she did. She said no, but I remembered that I’d stashed one in my car for occasions like this. I retrieved the condom and put it on myself. I was sitting in the middle of the back seat and she was so small that she could simply mount me.

We started to go at it hard. She began to lean back onto the center console of the front seats and we continued to fuck. We went at it like this for over an hour when she said she needed to get to her appointment.

We both got dressed and outside the car I gave her a big sloppy kiss. I got in the car and began to compose myself. Immediately there were people going into the car next to mine. I don’t know if it was a coincidence or they were waiting for us to finish but they left before me.

Oh, before the going was kiss I gave her the money she had asked for over text.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? I don’t know

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? We kept in touch and have met once more and scheduled another. We text regularly and she seems to be into seeing me again. She’s asked me for more money in between dates and I’ve sent it to her. Having sex with an enthusiastic hot ivy league coed — priceless. There are times that it’s just not worth being anything other than generous.

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), Emotional intimacy, closeness, connection, To feel better about myself, To feel more desirable, To feel more confident, To cheer myself up, Making new friends

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

How intoxicated was your partner? I don’t know

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? I don’t know / I’m not sure

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? Just her

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? Pleasuring and being pleasured by a hot coed.

What was the WORST thing about this hookup? Nothing

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No. I’m very supportive

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? This was truly a mutually beneficial relationship

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 society would get more accepting.

What do you think about the Casual Sex Project? Great. I love reading about other peoples experience and get inspiration from them.

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