Craigslist Success Story



What’s your gender? Man
How old are you? 49
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 Haven, Connecticut
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Teacher
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Agnostic
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 40+
How many hookup stories have you here posted before? 0

Craigslist Success Story

How long ago did this hookup happen? 3 years

What was your relationship status at the time? Engaged/Married (monogamous)

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? Curvy brunette, olive skin, shoulder-length black hair, D-cup breasts, and a big round ass. We met via a teaser ad she posted on Craigslist (when it was still open) and led to phone conversation and a short drive over to her apartment.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? She posted the ad, so she instigated it! I just followed through.

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?

Kissing, mutual masturbation, shower sex, mutual oral, repeated vaginal sex and cum play

I felt hesitant at first, but I was already there at her apartment so I kept on going. Once we started, I never looked back and left with no regrets.

She was an excellent hookup. I had never been sucked so hard in my life, and her playing with herself and with my cum was a huge turn-on!

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than 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? No future expectations, just one night of fun. But the memory still makes me smile and get horny-it was a great night!

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, To cheer myself up, I was feeling lonely, Boredom, It was easy/convenient

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

What substances did you consume? Alcohol

How intoxicated was your partner? A small amount of alcohol or drugs, not enough to feel it

What substances did your partner(s) consume? Alcohol

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? Not a soul

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? Watching her play with my cum in her pussy

What was the WORST thing about this hookup? Being exhausted the next day!

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It made me believe that Craigslist (or similar sites) can actually work

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? I would do it again in a heartbeat!

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?

It’s always been a fun part of my life-years in restaurants-but obviously tapering off after marriage. I wish it was OK to be horny, hook up, and move on; the world would be a happier place.

What do you think about the Casual Sex Project? So far, so good.

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