Just Another Craigslist Hookup



What’s your gender? Man
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Arkansas
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Engaged/Married (monogamous)
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 17
How many hookup stories have you here posted before? Many

Just Another Craigslist Hookup

How long ago did this hookup happen? 5 yrs ago

What was your relationship status at the time? Same as current status

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? She was about 5’7″, long black hair, toned legs, slight belly fat and small boobs. She replied to a Craigslist ad I had posted.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was going to out of town for work, so I posted a Craigslist ad. I wanted to find a woman to come to my hotel room for some NSA sex. She was the first to respond. I liked the pics she sent me and sent her my hotel info once I checked it. She stated that she was at softball practice and would need to go home and shower before she came over. I find women who are sweaty from a work out extremely sexy, and tried to get her to come straight over, but she didn’t feel comfortable.

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 said that one of her fantasies was to walk into a room, find a guy naked on the bed and just start fucking him. I told her that I could make that happen and I would leave my door cracked. She messaged me when she was on her way, and I did as I had promised, and waited on the bed, completely naked. About ten minutes later, I hear the door open and close. She walks in wearing a tight black dress and high heels. She sees me lying there naked, as requested, and smiles. She took off her shoes, shimmied out of her dress and jumps on top of me. Before I could process what was happening, she was trying to slide my cock inside her. I say something like, “Hold on, lady, let me get a condom”, and she giggles and says, “Oh yea, that would be good.” Once the condom is firmly in place, she lowers herself onto my cock. Once she had slid all the way down to the base, she just sits there for a minute, taking a deep breath. Then she starts riding me, slowly for just a short minute and then she goes to work. This was the first time I had had sex without getting a blowjob first and I was already at a high level of excitement when she arrived. Her enthusiastic command of my cock made me cum quicker that I had been accustomed to. She didn’t notice, and I didn’t tell her . . . she continued to ride me frantically. My cock was very sensitive after my orgasm, and the way she was riding me was a little more than my post-orgasmic cock could handle, so I pushed her off of me and flipped her over.

Now on her stomach, I grabbed her hips and pulled them up off the bed forcefully. She made a sound like she was surprised by my aggression, so I slapped her on the ass forcefully and shoved my cock in her. When I did, she groaned in acceptance of my dominance and pulled herself up on her hands and knees. I began to pound her pussy relentlessly. Having just had an orgasm, I was able to fuck fast and hard, without worry of cumming anytime soon. The closet was right next to the bed, and the doors were floor to ceiling mirror. As I fucked her, I looked over at the mirror and it was a huge turn on. I grabbed a handful of her hair and pulled it back towards me, making her head yank back and her back to arch. When she did, it put her pussy at such an angle that it caused my cum filled condom slip off my cock. I retrieved the used condom from her pussy and got up to get another. She rolled over on her back as I was putting on the new condom. I got on top of her, and slowly started fucking her again. I was a bit out of breath and needed to slow things down. We stayed in that position, with her legs wrapped around my waist and my head resting next to hers for a while. When I felt like I was going to be able to cum again, I sat up, threw her legs over my shoulders and started fucking her slow and hard. Each thrust deliberate and forcefully. She really seemed to enjoy this, so I started picking up the pace. With her legs still on my shoulders, I pressed my body forward, until my forehead was touching hers and started pumping as fast and as hard as I could. Finally, I made one last hard thrust, plunging my cock into her as deep as I could and shot another load her as she squeezed her pussy tight around me. We stayed like that, me inside her with her legs up by her head for a couple of minutes, then I fell off of her, onto the bed beside her.

How sexually satisfying was this hookup? Somewhat

Did you have an orgasm? Yes, more than 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? She got up and asked to use the shower. Normally, I would have joined her, but I couldn’t find the energy to get up. As she was in the shower, I disposed of the condoms and such and laid there, naked just as she had originally found me. She got dressed, thanked me for my time and told me to let her know the next time I was in town. I think we both knew that wasn’t going to happen, but she was being polite. We never exchanged names and never saw each other 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

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? My wife. JUST KIDDING!! No one. I never tell anyone about this stuff.

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? Her sharing with me her fantasy and the way she jumped on me when she was finally able to experience it.

What was the WORST thing about this hookup? The room was very cold when I got there, so I adjusted the thermostat. By the time we were done fucking, it was hot and stuffy and we were extremely sweaty and sticky.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Not at all, I love it and do it every chance I get.

All things considered, how POSITIVE was this experience? Fairly positive

All things considered, how NEGATIVE was this experience? A little negative

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