by abrxas

Gender: Male
Age: 45
Race/ethnicity: White
Current location: Ashland, Oregon
Highest education received: College degree (eg., BA, BS)
Occupation: Graphic design
Relationship status: Dating, open
Religious affiliation: None, agnostic
How religious are you? Not at all
Sexual orientation: Mostly heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? Heteroamorous, bisexual
How many sexual partners have you had in your life (including oral sex)? Upwards of 100
How many hookup stories have you here posted before? none

My First Threesome

How long ago did this hookup happen? 16 years

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? A fling with someone I met online

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? The man was white, maybe 5’11”, fit, mustache, brown hair, dressed in jeans and button down shirt, casual. The woman, his girlfriend, was blond and very fit. She might have been 5′ 5″ or so, dressed in jeans and a top I don’t recall. Met him, Tony, online in a Yahoo chat. We met in person a week or so later in his car. I felt excited by the prospect of meeting them and having sex.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It was definitely awkward. We first tried during lunchtime in his car. He drove the two of them to my town, but we couldn’t find a place in town that was inconspicuous enough. We met again later that day and drove up and out of town to a forest near a quarry that’s a hookup spot. Freed of witnesses, we were finally able to play.

What led to it was our chats and deciding to follow through. He’d always had a fantasy to be giving another guy head while that guy was going down on his girlfriend. How could I say no to that?

Light planning. Hardly any. Meet at X place at noon and go from there.

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 don’t recall exactly how things got started. I do remember that we were in the back of his truck. He had the shell open and was standing outside bending over to suck me off. I was twisted inside the truck bed going down on Heather, who was also back there. I loved the taste of her pussy, but I do recall noticing that she didn’t seem to be as into it as I’d hoped. (I LOVE eating pussy, and by most of the feedback I’ve gotten from lovers, current and past, if that I’m very good at it. I do my best to tune into my lover and track her experience and ride the waves with her.) Anyway, she even commented to Tony with surprise that I was sticking my tongue into her cunt instead of just licking her lips and clit. I thought that was an odd reveal. Overall, she seemed to like the head okay, but wasn’t knocked out.

I, OTOH, was well pleased with what Tony was doing to my cock. He was masterful and after quite some time passed, I shot my load right into the back of his throat. He hungrily swallowed it.

(Later, as we were reclothing, he came up behind me for a playful squeeze and I got amazingly aroused. I took note and set up another rendezvous for just the two of us. He fucked into next week, then sucked me off. Sadly, I never saw him again.)

*****

I felt okay. I was stoked to be having the experience. I enjoyed my head and liked giving it. But it was a little disconnected and that was disappointing. I learned then that I much prefer connected sex. That said, I also since learned that I can enjoy the hell out of zipless sucks and fucks, too.

******

They behaved nice enough. Tony was super excited and carried away. He was nice, but not really interested in too much getting to know you. Heather seemed very tight energy wise. I got the sense that this was his more thing and that she was going along to be ggg. Or maybe she was just kinda shy?

*******

It was more like sport sex. Good lover? No. Good suck (and later, fuck), yes!

*******

We didn’t have much in common so conversation was awkward and stilted. I was pretty disappointed about that. Never even considered that.

******

It ended with us gettting back into the truck and driving back down to my town and dropping me off.

Did you have an orgasm? Did your partner(s)? I did. He did. She…? I think so. Not sure to be honest, though.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? We didn’t use condoms or anything. Just gave each other head.

What were your REASONS for having this hookup? I’d always wanted to have a threesome. I’d always wanted to have casual sex with strangers. I still do sometimes. I needed the adventure of it.

Were alcohol or drugs involved? If so, how much? I think we each had a beer.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? Well, like I said, I was disappointed that we didn’t connect on any personal level. We had very little in common (outside of enjoying sex). I developed a mild cold and couldn’t help but wonder if it was an expression of that disappointment.

I also couldn’t help but wonder if they’d given me something besides a good orgasm. Got checked out, though, and was bug free.

No expectations at all. I lost track of him a couple of months after the second encounter.

Don’t feel or think about them much at all. I have warm feelings about the experience, though. It’s a hot memory.

To whom did you talk about the hookup? How did they react? Girlfriend at the time. Several good friends. Girlfriend was titillated and excited for me. Friends either appreciated it as a good story or rolled their eyes inwardly at their “out there” friend.

Was this a consensual and/or wanted experience for you? For your partner? Yes. Yes.

Do you regret this hookup? If so, why? Hell, no!

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Honestly, the best thing was finally having the experience of a threesome. The worst was the lack of connection. No.

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

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

Anything else you want to add about this hookup or anything else? As I mentioned, it did lead to another encounter—this one with just Tony and me. We met after hours at his workplace, where he fucked my brains out, came on my stomach, then sucked me off. HAWT!

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