Who's the hottest guy you ever hooked up with?

My first love as a teen. He had a beautiful face, a nice cock and an absolutely incredible ass. We haven't really talked in years. I still miss him.

Unnamed cafe au lait dude, Melody Theater, Inkster, MIchigan

Of those whose names I knew, an auditor who was checking my company's books

Hot latin model in LA on a business trip. Perfect body, gorgeous face, beautiful skin and complexion. Ugh.

The model from one of the most famous Ralph Lauren fragrance ads ever . . .

A now long retired Major League Baseball player. Found a recent picture of him online and he has aged very poorly.

A guy from Ontario in a Montreal bathhouse. Big muscles, covered with fur, long thick uncut dick, big bull balls. I don't know how we got it all the way in me, but we did. And I'm glad he wore a Magnum, because there was a small asshole sized ring of blood on my towel after we sat and talked a bit after the hot sex. So worth it and everything was fine the next day.

Charming story R6.

[quote]And I'm glad he wore a Magnum, because there was a small asshole sized ring of blood on my towel after we sat and talked a bit

Mother would be proud!

hottest is not the same as most handsome or most beautiful or most loveable.

Hottest was a dangerous feeling hard fucking horse hung Israeli stud doing a post doc in bioengineering in Switzerland. I'm sure he was Mossad.

22 year old frat boy from a nearby college when I was 38. Only about 5'8", but tight lean well-muscled body, light brown hair that he kept long-ish, often pulled back with a headband. Nice green eyes. About 7 inches cut. He's one of only 2 guys I've bottomed for. Was a Grindr hook-up, he just wanted to fuck as stress relief from his studies.

He was, despite his age, amazing in bed or maybe we just clicked. But he was an incredible kisser, gave great head and fucked me nice and slow while we kissed and jerked me off. As the semester progressed we tried different positions, things we'd seen in movies, but I always felt safe with him.

Have not been able to relax enough to enjoy bottoming (or even attempt it) with other guys. He was just a fun time. Graduated and moved back to Colorado :( No idea if he's still living the straight life.

Your ex frat boy is a closet case, dear, not straight.

R11-- I know that. Definitely closet case. Meant to put "straight" in quotes like that, got lazy, got called out for it.

Wally Cox.

I love all of these a-holes who "hook-up" with professional athletes yet don't name them.

I'd have to say my late friend Gilbert. He was a remarkably intense, with almost savage looking features and a kick ass body that was short, muscular but with a really big firm butt, and the most beautiful legs. Perhaps we were just always on the same page and that made it so electric?

Porn star Enrico Vega in 2001/2002 in his apartment. Best money I ever spent. Pure unadulterated sex, he even barebacked me twice, though mid-act I had him wear a condom...each time. What is even more remarkable is I did not even stick my tongue up his ass, because he oddly said it was "not fresh", (as if that ever stopped me before, or since), but the memory of his sexual magnetism still makes me happy.

R6=R16=sitting in his mother's basement giggling about getting us all worked up

A competitive bodybuilder. We made out like crazy in the woods - he was ravenous, animalistic. Not to mention huge!! Defined, too, with a massive back and shoulders. Handsome, chiseled face with deep set eyes. We went to his place after pawing each other in the woods...

I'm not going to name him R14. He was never a superstar anyway. He's married to a woman and has kids now.

Charles Nelson Reilly

Kiev Schneider

He was a model whose specialty was those cheesy romance novel covers. Kind of like Fabio. But much hotter.

This guy, R4?

[quote]He was, despite his age, amazing in bed

Why would a 22-year old not be amazing in bed, R10?

Someone I'd grown up with whom I ran into at the Club Baths one frigid night in NY.

Dick Fisk

What a bizarre and frigid comment R17!

So then how would you describe the hottest guy you hooked up with?

R4 - was it Ignacio Figueres?!

The hottest guy I ever hooked up with was a freshman in college when I was about 36. He had a nice tight body and was an awesome kisser! A friend and I ended up taking turns fucking him. It was wildly intense. Oddly enough, he ended up doing porn - Brent on Sean Cody.

The other experience that was wildly hot was when I lost my virginity. This 18 year old and I had been hooking up and I had already taken his virginity, but I hadn't lost mine yet. After making out for about an hour, he slides behind me (in the back of my Jeep mind you) and begins to enter me. It was unbelievable. I'd never felt something so awesome. I should mention that he had a 9 inch dick! At the time, this guy thought he was bi and I wasn't out. I thought our relationship was all about sex, but in reality I had fallen in love with him.

An extremely handsome 30s-ish Air Force lieutenant who was staying in the motel room next to mine in Sacramento, CA one night. We met at the ice machine and instantly clicked. He was movie star-goodlooking and had an ass like Jell-O on springs. Just seeing him in his uniform brought my dick to attention. After considerable drinking and fooling around, he let me fuck him in that remarkable ass. He’d never had it done to him before, and even though I was gentle and went extremely slow, he just couldn’t take it and cried out for me to “take it out.” His pleas really excited me, and made me cum as I was withdrawing. He apologized profusely afterward and I told him it wasn’t necessary, that he’d been a really good sport about it.

[quote]This 18 year old and I had been hooking up and I had already taken his virginity, but I hadn't lost mine yet.

How do you hook up without losing your virginity?

R31 He means his imaginary man-hymen in his man-pussy.

Here's the thing, the hottest, most gorgeous guys have been lackluster lays. My most memorable sexcapades were average joes.

Hairy and muscular, he was my ideal in bed.

Too bad I was generally closeted at the time and couldn't actually date him like he wanted. I kick myself all the time for that.

R33 I absolutely agree! The most amazing sex I've had have been with men who originally I didn't think we're so hot physically.

Than you're bullshit R19. And if he was married when you "hooked up" with him, you're a whore.

Pics, gurls, or it never happened.

Jason Fedele, A big model in the 90's. He was the Gucci Envy guy. He was great looking and pretty Italian Macho for someone so pretty. Tall, thin, lanky. I sucked his cock in his apartment . He lived on 3rd ave in the low 80's. Very into music and guitars. Very nice cool guy.

This guy?

Damn, lucky you, R38.

Yes. He looked exactly like that at the time. Still good looking but older. He's at least 6'1, maybe 6'2

Could never narrow it down to one-several perhaps; and I would have to think about it for several days to go back over my life; the decades, the company I kept etc. There's Ben in DC, Martin in Ft Lauderdale, George in NYC... and then a whole slew of those who's names I cannot remember. And the ones who became boyfriends/lovers/partners... I have been very lucky in that respect. Nope, can't do it.

Someone who won the Mr. Oregon Leather contest in th 1990s. Great body, and an ass that was so muscular and inviting I rimmed him without ever having seen anyone do it before and had always thought "Ick! I'd never do that" when i had heard about it. But his ass was so perfect I had to bury my face in it.

Dino. An actor/model/waiter from Brazil. Big dick that fit in me perfectly. I wish I could have fallen back in love with him.

Does anyone here know George Longoria, a model back in the 80's, or Cary Leeds who lived in Delray Beach Florida? those were two of the best guys I ever hooked up with as well.

Andrew Crispo, the NYC art dealer/putative S&M murderer. He was unusually good-looking when he was young, and had the largest penis in 1970s New York.

Leopold. Leopold is my pet gerbil.

This college diver named Joe. I was at the Underwear Party in Cherry Grove with my husband. This insanely hot college boy (he was like a shorter, more fratty Robert Pattinson) came up to us and asked us to borrow a cigarette. He told us that this was the first gay bar he had gone to. We chatted a little, then my husband excused himself to go to the bathroom. I sorta pounced on the kid a little and we made out. He asked us if we were staying in town. I said we had a house a few steps away. He said "Ok, I'm gonna go tell my friend I'm leaving," and scooted away.

I thought "oh well. It was nice while it lasted."

Then he comes back, putting his clothes on. My husband and I smiled at each other.

He had an amazing ass and this insane body. I fucked him three times that night. He was trying to get a fourth one started in the morning but I was too tired.

OMG the Cary Leeds troll will be on here any minute.

John Wesley Shipp at his most muscular. I win.

Shaniqua

If that's true R49, yes you do! (And I slept with the Ralph Lauren model.)

I hooked up with a tennis guy called Cary Leeds in Miami. Great cock, but sort of beat. Late 90s I think.

bump

This guy I've been having sex with is 28 and looks like a hotter James Franco with the body of Neighbors era Zac Effron. I'm 45 and basically stopped having sex, so this is a pleasant surprise.

Just YESTERDAY I hooked up with a hot muscly A4A masseur. $75 for 90 minutes of getting my ass eaten out and some rub but not much tug. It took me a few minutes into it to get that he was doing blow because he kept sniffing and running to the bathroom saying his allergies were acting up. He kept telling me how hot I was as he rubbed me up which was cool and he was good at that but he never got hard which really didn't surprise me because I figured he had coke dick.

Then it got weird.

About an hour into it he was standing on my side kneading my ass and he sort of just laid his chest down on my back. I figured what the hell, he's just resting up for a minute or so to regroup. Then a couple of more minutes and then a couple more passed and I realized he FELL ASLEEP because he started snoring. So I started tapping him on the back and he woke up. I have no idea how he was able to fall asleep half-crouched over me but he did.

So by then we were out of time so I never got my tug. But that was ok because I was too weirded out and I wouldn't have been able to come anyway. We both got dressed, I put the money on the counter and then we made out by the front door for a while and then I left. He was saying "sorry man we ran out of time I'll call you maybe you can come over tonight and we can hang out" which I knew wasn't going to happen because he was never going to remember and I wouldn't have gone back over anyway.

I felt a little like Jake Cruise.

So, R28, do you intend to list every single R/L model?

[quote}Andrew Crispo

Jesus, R45. You're lucky to be alive.

Bump

It happened this morning. I jacked off in the mirror

Two guys actually. About 20 years ago I had recently moved to West Hollywood and was still in the process of coming out. I had joined a gym for the first time, results started to happen immediately, and I was gradually becoming a twink in demand. Early one summer evening, I was on my way to meet with a bunch of friends at the "in" Mexican Cantina. While waiting to cross the street, there were these two unbelievably gorgeous bodybuilders who were obviously a couple. Way out of my league. They smiled "hello" but I assumed they were just being courteous. My friends were waiting on the other side and we all stared with our tongues practically hanging as they walked in the other direction. We walked into the Cantina, and put our names at the bottom of a very long waiting list, and ordered drinks. After about 5 minutes, I was starving, so I decided to go to the fast-food chicken place across the street for a quick snack. I got my chicken breast, sat down to eat it, then noticed the two bodybuilders finishing their dinner. They got up to leave, passed by my table, and smiled again. I looked down- and to my pleasant surprise - on my table next to my plate was a rolled up piece of paper, with their phone number!! Nothing like this had ever happened to me before. I went back to my friends at the Cantina, showed them asking their advice, and basically they said, "what the fuck are you waiting for? Call them! Go!!" So I went to the pay phone - (remember those? lol) - and they lived walking distance one block away. I was nervous as shit. But I went over, and ended up being their play toy for the next two hours. (The only type situation, I feel, where a threesome can really work). And I was as equally attracted to both so no issue there. I found out later that one had been one of the original Calvin Klein underwear models who's billboard I had lusted after for months. Life has never been as good!

bump

Hmmmm

A hot hot man who had once been a chippendale's dancer. Fantastic kisser.

We weren't fucking; we were making love.

R55 If you paid it doesn't count, sweetie.