False Starts and Serendipitous Meetings



What’s your gender? Man
How old are you? 48
What’s your race/ethnicity? Chinese
What continent do you live on? North America
What country and/or city do you live in? US/Los Angeles
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Creative
What’s your current relationship status? Dating casually
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Mostly heterosexual
Any other term(s) that describe your sexuality or sexual identity? Sapiosexual
How many sexual partners have you had in your life (including oral sex)? 80+
How many hookup stories have you here posted before? na

False Starts and Serendipitous Meetings

How long ago did this hookup happen? Just recently

What was your relationship status at the time? Dating casually

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? I was on holiday at Club Med with my current date. This was our first holiday together and while it was fun, the seams were showing signs of wear from incompatibility. The 3rd night, we had an argument and decided it was best I move out to my own room, which fortunately became free last minute due to a cancellation. I went off to do some acrobat work where I met a deliciously young gorgeous thing. She looked 19 or so and stated the same. We were flirtatious and had great laughs. I began to notice she was very immature, so I asked how old she really was! 16 and was there with her parents!!!
I moonwalked out of there and made my way into the bar, swearing at myself! There I struck up a conversation with another woman, who looked in her early 20s. I immediately said “I don’t mean to be rude, but I’m paranoid now! How old are you really?” She laughed loudly and proclaimed 20!
She was maybe 5’7 and wore those knitted bikinis that barely covered her tanned olive skin, somewhat athletic body. What attracted me were her large green eyes, which looked so wet, you’d think she was tearing. Her smile was gorgeous and soft, tinted with a sense of sadness or heaviness! An intriguing mix of emotions that makes you want to know her and make love to her, or it could’ve been my testosterone talking! 😉
She seemed to be a writer, a poet whose own insularity created that aura of beautiful sadness. I’d be lying if I didn’t find her body attractive but yet it was our conversation about poetry and light laughs which drew me into her.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? After talking for an hour, we decided to go dancing at the club. She was drinking a bit while I stayed somewhat sober, having too much fun with her and other people we’d met at the resort. We started grinding and getting touchy on the dance floor and I was getting worked up in my pants. It was then I noticed my former traveling companion making out with one of the young stallion staff, which mentally freed me to relax and not feel too bad.

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 started kissing and feeling each other at the dance floor and then moved to a quiet corner where we could talk and explore more. It was there she said she’d never made out with an Asian man before, no less a Chinese one. I usually get that a lot with European women, but not women from California!
Anyhow, we made out way out of the club and spied the pool. We were sweaty from dancing, so she suggested we jump in.
We swam a bit and then continued to make out. I knew there was IR CCTV so even in the dark, someone was watching. But I didn’t care! As we made out, I slipped my hand onto her c cupped breasts, feeling and playing with her nipples under the bikini. She commented about my lack of hair (another common comment for East Asian virgins) and she even felt into my shorts to my butt crack.
I dunked my head underwater and sucked on her breasts, all while rubbing her butt and thighs. Then I pushed my terribly excited groin against hers and kissed her furiously. grabbing her wrists and pinning her against the pool wall, I then moved my right hand slowly toward her butt, then slipped my hand into her bikini bottom and reached down to touch her anus and pussy! She gasped a bit, I moved my hand to the front, and played on the outside for a bit. Finally I pulled her bikini to the side, put my hand on her trimmed pussy and rubbed, resisting the urge to penetrate her. Her heavy breathing show she was enjoying herself, so I split her labia with my index fingers and played with her clit with my middle finger. She began grinding with her clit play, and I leaned into her, pressing my body against hers to the wall and finally put my middle finger inside her. She let loose a heavy gasp.
Up to this point, she never really made any moves on my other than feeling out my butt. I guess fingering her g spot, which I must say was much more pronounced in texture than any I’ve found before made her loosen up. She reached to my shorts, untied them to expose and grab my now erect penis. As she played with it, I could see she was coming, so I whispered we should go underwater as she came and she could scream loudly all she wanted. She laughed and said ok, then 15 seconds later she grabbed my shoulder and we went under for her orgasm… she was a squirter as I felt warm fluids on my hand as she orgasmed! I remember thinking… WOW!
But it wasn’t over yet. I continued fingering her post-orgasm, and I told her how I wish I had a condom so I could feel her cum on my cock. She didn’t say a thing but just grabbed my cock and tried to put it inside her pussy. I was a bit shocked by that move. She said she wanted me but as long as I didn’t come inside her, it was ok. The chlorine in the pool would’ve killed most anything on the outside, and the fluids exchange with the thrusting would make it safe so long as I didn’t cum inside her. Jesus, she was an internal thinker like me, going through all the scenarios yet thoroughly enjoying the experience as well.
Fuck safety! I was so turned on by her, I just said yes and let her guide my cock in her pussy! The pace changed though, I just slowly and gently fucked her using my lower body only, while I locked her down with my arms so she wouldn’t bob up and down. The passionate kissing and fucking made me lose all sense of time. She was very lucky that her vulva canal and my straight penis allowed me to hit her g spot easily, so every time she came she dunked herself down and I would fuck faster, which made her grip her legs around me tighter!
Finally on one orgasm, I fucked her a little too energetically that I needed to cum, but her leg grip was strong and I forcefully pulled her legs apart and pulled out as I came. She came up breathless as I jerked my cum into the water!
She was leaving early in the morning and hadn’t packed so I walked her back to her room where her roomie was awake busy packing. I told her I’d come back to send her off if she couldn’t pack fast enough.
She said she wanted one more fuck for the road. I admitted I’m not a quick fucker who can blow a load in 3 minutes, but we went back to my room for a quickie. I bent her over and fucked her standing doggie style and she wet my floor with her squirt. I was close enough that I kept going and she came one more time as I blew my load!
She laid on me and kissed me lovingly, then saw the clock and realized she had to be out of the resort in 40 minutes to make her flight. We said our goodbyes with kisses and hugs and exchanged contact info, including IG!
At the staging area for the airport coach departure, I could see other guests and their hookups saying good bye, which was amusing to me and her…She proclaimed “I think everyone had their special time last night!” What an introspective young woman!

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? After she left, I grinned as I walked back to my room, only to see my travel companion outside looking very unhappy. I invited her in and she told me about how she tried sleeping with the young guy, but he got aggressive with trying for anal sex and she left ashamed and angry.
I invited her in and hugged her in bed as she cried. With all this Weinstein stuff, I told her many. if not most men can be horrible! Even I was not excluded, since I’d just fucked 2 hours ago, was tired as hell, yet having a woman in bed, I was semi-hard! She pulled back in shock as I said that. Men are walking hormones, instinctively trying to fuck every woman we find attractive. We don’t have to, but we want to. Women also do it but in a different way. We can’t deny our evolutionary biological urges, and how it clashes with patriarchal societal “norms”.
She laid back down and snuggled with me, and we proceeded to have sex. Sadly, my age crept back as I had difficulty maintain an erection with a condom on now after all the previous action. I even explained to her why it was that way. Instead of reacting badly, she pulled the condom off and sucked me hard, then tried to sit on it. I was very hesitant as I’d just barebacked another woman (I didn’t mention that her cum was still on the sheet and carpet!). She said I opened her eyes and mind, and she didn’t care!
She rode me until I emptied whatever else I had left inside her. I’m not even sure she orgasmed but I slept the entire day after that!

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Power / Dominance, Everyone else was/is doing it, Just happened, I don’t know why, just went along with it

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

What substances did you consume? Alcohol

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? I don’t know / I’m not sure

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? You’re the first to hear about it!

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? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Spontaneous, serendipitous fun! To have gone on holiday with one attractive woman, met and hooked up with another, then jump back into bed with the first woman seems selfish and egotistical, not to mention “dawgish”! However, I never disrespected neither women, and never lied to them. I’d left the first one and was free to play, since we had only intended it to be a dirty extended weekend fun trip.

What was the WORST thing about this hookup? Exhaustion! Haha
More importantly is how the chemistry of sexual “horniness” makes us less risk averse. I didn’t use protection for 2 different women in 8 hrs. That’s cause for concern in this day and age. I am up to date with my STD checks, but HPV for women is an issue! Fortunately, both women have the HPV vaccine. Something good about younger women since the HPV vaccine came out! haha

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? While I was younger, I had always felt I had to work harder than other non-East Asian races, primarily Caucasians, to be attractive to them, especially Caucasians of super hot standard.
As I gained wisdom and perspective, my ego and personality have always made me feel confident with women. I’ve accepted I can’t be attractive to all women, for whatever reason, but if you don’t try, you won’t know. This last encounter reinforced this posture!

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? Go with the flow and be confident and astute. You never know what can happen!

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 think the patriarchal societal pressures have caused many women to be unhappy about their sexualness and how they are perceived. By restricting women’s sexual freedom, we (men) are making them feel less worthy.
I’m not sure how much of it is instinctive mate protection, competition removal. Even I occasionally have that thought of “slut” for women who slept with me then other men, even though I do the same. It’s a process that unfortunately will take centuries to equate out.

What do you think about the Casual Sex Project? Think it’s a great idea but I fear it could become a “fictional” playground as people write what they wished had happened to what truly happened. I certainly had to fight my urge to “play up” certain ego factors and keep it in reality!

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