by

What’s your gender? Man
How old are you? 40
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Iowa
Highest education received: High school diploma
What’s your occupation? Maintenance management
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Very
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? +/-15 and growing
How many hookup stories have you here posted before? 2

Third CL fling

How long ago did this hookup happen? 9 years ago

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? This was kind of a desperate last minute hook up. I was wanting to get laid but my regular hook-ups were all busy. I had a little spare time and decided to turn to Craiglist again. This was when CL was just starting to “dry up” and the choices were getting to be more sparse. This particular girl was going through a divorce and made it known up front that she was a bigger girl. She sent pics beforehand and appeared to be cute enough in the face to look past her size.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I drove over to her house. We had both been very clear that we were looking for sex and nothing more. She met me at the door in a robe, offered something to drink and I politely refused. She then led me to her bedroom.

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? Once in her room, she slipped the robe off and got under the sheets. I undressed and joined her. I normally go down on a girl to get her heated up – plus, I really enjoy eating it. However in this case, I couldn’t do it. She was so large that it was a severe turn off for me. I was able to get erect, however. It didn’t matter too much as she was so horny that she was ready for intercourse. I laid down and she climbed on top of me, quickly slipping me in. She felt pretty good and she was very wet. She had massive breasts so I spent a lot of time playing with and sucking them in part to distract myself from the rest of what was going on. She was totally enjoying me as I was probably the hottest guy she had ever had. I made her cum and then she made me cum, which honestly surprised me. She was visually unappealing, but she moved and felt good enough to get me off. Normally, I would want seconds but, somewhat embarrassingly, I couldn’t get erect again. At this point, I needed to leave to get to work.

How sexually satisfying was this hookup? A little

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, one

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? After I left, she sent me a text to tell me how much she enjoyed it and how sore she was, not being used to a larger cock. I replied that I wasn’t sure what to say to that. She replied that I didn’t need to say anything, that she understood. That was the last we talked. I didn’t want to see her again and certainly didn’t want to develop any sort of relationship, including a booty call one. I would prefer to never see her again.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Fun, pleasure, horniness

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? Somewhat

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? No one.

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? Very much

Why do you regret this hookup? I could have just used my hand and watched some porn and saved the gas money and the guilt.

What was the BEST thing about this hookup? Really nothing great except getting to cum.

What was the WORST thing about this hookup? Everything else.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I realized that sometimes I’m better off going without.

All things considered, how POSITIVE was this experience? Not at all positive

All things considered, how NEGATIVE was this experience? Fairly negative

Anything else you want to add about this hookup? No.

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 would like to stop seeking extra marital sex altogether.

What do you think about the Casual Sex Project? It’s nice to have a place to discuss some of this stuff.

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