by A Guy
What’s your gender? Man
How old are you? 42
What’s your race/ethnicity? White / Caucasian
What country and/or city do you live in? Canada
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Executive
What’s your current relationship status? In a serious relationship (open)
Religious affiliation: Agnostic
How religious are you? Not at all
What’s your sexual orientation? Bisexual
Any other term(s) that describe your sexuality or sexual identity? Sapio
How many sexual partners have you had in your life (including oral sex)? Over 500
How many hookup stories have you here posted before? None
Cute Little Asian Princess – Craigslist
How long ago did this hookup happen? 2 years
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 an 18-year-old (just turned) Indo-Canadian woman – absolutely stunning. I’d gone on Craigslist a few times to find playmates for my partner and I (we are in an ethically nonmonogamous / open relationship and are quite active in the swinger community. On this day I clicked “women for men” and the very first post was from an 18-year-old with a picture of her squatting in front of a mirror in lulu lemon pants and a sports bra. She was absolutely stunning! I thought it was clickbait and too good to be true but thought I’d send a note anyway and see what happened. She emailed me back in less than 15 minutes!! We send a few emails back and forth and then switched to texting.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? So we texted for a bit and since we both had the day off we agreed to meet at a local restaurant for a drink and some appetizers. When she walked in, my jaw dropped. Absolutely stunning, tight little body, amazing figure, and really socially mature and very well spoken. We chatted for a bit over a Coca-Cola and she informed me that she’s doing her best to not date because of family expectations but could not ignore her horniness or her attraction to more mature white guys. I asked if she wanted to go back to my place and she enthusiastically said yes. We go to the car and start driving back to my place (about 15 mins away). While we drove she rubbed my cock through my jeans and I was fingering her pussy under her skirt. It was really hot.
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? We got to my place and went straight to the bedroom. She was naked and on her knees before I even turned around. She sucked me for a while getting me nice and hard then pushed me back on the bed and mounted me, cowgirl-style. Usually, I’m the dominant person in the interaction but I was happy to let her do her thing! She orgasmed and creamed all over my cock and was still absolutely dripping wet – so I offered to use all of that as lube and fuck her ass. She literally said, “I could use a great ass fuck.” So I obliged. When I finished (I nutted in her ass) we took a shower then went to the hot tub. It was daytime but my hot tub is still pretty secluded – so we fooled around again in the hot tub and she swallowed my second load.
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? We chatted for a bit, then she got dressed and left. We hooked up one more time about a week later. We still text from time to time but she’s moved across the country now.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant, Sterilization, Discussed STI testing history
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)
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? I told my partner less than an hour after initiating conversation with her and she encouraged me to hook up with her! I told her how it went afterward and she said, “Didn’t you take any pictures for me?”
How would you best summarize people’s reactions about this hookup? Relatively positive
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? Not at all
Do you regret this hookup? Not at all
What was the BEST thing about this hookup? Youngest, most beautiful woman I have ever had sex with.
What was the WORST thing about this hookup? That it only happened a couple of times! My partner really liked her pictures and wanted to play with her!
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Not at all.
All things considered, how POSITIVE was this experience? Fairly positive
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’ve been having casual sex or been involved in open/nonmonogamous relationships my whole life. I think people should have as much (smart) casual sex as possible. Take precautions to minimize risk (whatever that looks like for you) and then just enjoy what Mother Nature has given us!
What do you think about the Casual Sex Project? This is a great idea!!!!!
You have a hookup story to share? Submit it here!