His First Time



What’s your gender? Man
How old are you? 48
What’s your race/ethnicity? Black
What continent do you live on? Asia
What country and/or city do you live in? Malaysia
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Entrepreneur
What’s your current relationship status? Single
Religious affiliation: Hindu
How religious are you? Not at all
What’s your sexual orientation? Mostly gay/lesbian
Any other term(s) that describe your sexuality or sexual identity? Prefer boys
How many sexual partners have you had in your life (including oral sex)? More than 30
How many hookup stories have you here posted before? None

His First Time

How long ago did this hookup happen? 3 days back

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

How would you best classify this hookup? Short fling

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 responded to his ad on Craigslist. I was in Malaysia on a work trip, having my own room so we agreed to meet. It was his first time and he just wanted to try getting blown by another guy. He was a young local Chinese guy, 26 years old, slightly curvy, nice round ass. I fell in love with his ass the moment I saw his photo.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? He came over around 7 pm so I bought him dinner at the hotel coffeehouse that night. We chatted. He was shy but really wanted to try this for once. Cute guy. I placed my hand on his thighs and just rubbed around his cock and he immediately jerked. I asked if he wanted to come up to my room. He hesitated but said ok.

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? I instigated.

I know he just wanted a blowjob but I couldn’t resist kissing those lips. The moment we entered the room I gently pushed him onto the door and I went straight for his lips and kissed him deeply with my tongue running inside his mouth. He kissed back eventually. I kissed down to his neck while my other hand slowly unbuckled his zips and into his pants stroking his dick. It wasn’t huge, but an ok size, enough to fit wholly into my mouth.

We headed to the bed after. He stood up while I sat on the bed. I immediately took his dick in my mouth and sucked the hell out of it. He moaned vigorously and came into my mouth. Then I removed his clothes and lay him on the bed while I went on top and continued kissing him. Something he stated in the ad was strictly no anal but that ass was just an invitation to fuck.

He was so into the feeling that when I turned him around facing his back, he didn’t say anything. I rimmed his ass and it was delicious as fuck. I got him on his knees and applied some lube and slowly pushed my dick into his ass. I have to say I don’t have a large cock so it wouldn’t really hurt the guy. It was painful for him but sooner or later he was alright. I pushed in and out a couple of times before cumming all over his ass cheeks. But I didn’t stop there. I continued fucking his ass for another 15 minutes or so until he was tired.

We ended the night just cuddling and kissing, stroking his cock from time to time before drifting to bed.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than 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? The next morning he was due to leave but not before I made him try out his first blowjob. He was still asleep when I put my cock into his mouth and pressed his head to take it in. He complied and sucked it. He wasn’t into it but I did cum inside his mouth. We went to the bathroom to wash it off when I decided to fuck him again in the bathtub. We showered then and had breakfast and he left.

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, Attraction to partner(s), Emotional intimacy, closeness, connection

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? A little bit

Did your partner(s) consent to this hookup? They didn’t give a clear ‘yes’, but didn’t give a ‘no’

To whom did you talk about the hookup? How did they react? Did not share with anyone

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? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? He was my first Malaysian guy under 30 years old. Very nice ass. Loved it every time and definitely a good kisser, lips taste delicious.

What was the WORST thing about this hookup? He wasn’t into giving blowjobs. Probably because he’s new but hopefully he opens up later on.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Nothing here

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

All things considered, how NEGATIVE was this experience? Not at all negative

Anything else you want to add about this hookup? Nothing

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? Nothing

What do you think about the Casual Sex Project? It’s alright. Don’t really come here. Just wanted to share this somewhere

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