25 Gay Hookup Stories of From Straight Men

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Straight men recall hookup experiences with other men.

Reading hookup stories about men hooking up with other men can be a blast. More so when the guys claim to be straight.

Let’s face it – there’s nothing like hearing about first time experiences from curious dudes.

Because GPB is a story driven site, we decided to query our readers via social media about some of their experiences. The response was overwhelming.

What follows are 25 gay hookup stories from straight identifying guys who (at some point) had a same sex encounter. We need to be up front and state that some of what follows are of the NSFW variety.

Check it out.

1. College dorm threesome

“On a super cold weekend during my second year in college, I was stuck alone in my dorm because my roommate was away. Two guys I knew on another floor asked if I wanted to play poker.

I decided to head over.

An hour into it, one of them busted out a one hitter of 420. Don’t ask me how but at some point, we all ended up making out. The next thing I knew, we were blowing each other.

I don’t consider that gay. Just guy fun.

-Dale (34)/Straight

2. Camping trip experimentation

“When I was 21, I was invited by a good friend to go camping in the woods of Northern Wisconsin. At that time in my life, I was feeling confused about my life’s direction. My buddy was a few years older (26) and someone I looked up to.

He had a girlfriend at the time and has since married her.

To be completely honest, I’d always found him attractive. Maybe it’s because he was so athletic and channeled that whole jock thing.

At any rate, on the second night of our trip, we started a small campfire and began swapping stories. One thing led to another and the topic of sex came up. Things got charged quickly and I could see he was getting erect through his camouflage pants.

Once we got into the tent to go to bed, things happened almost spontaneously. He began touching himself and I started doing the same.

Eventually, his hand ended up around my dick. From that point, things escalated until we were both doing 69. We agreed to warn one another just before releasing.

The next morning, we looked at each other and laughed. We also had a great day of canoeing. But that would be the last time we ever did anything physical. I think the both of us just wanted to get it out of our systems.

-Mike (39)/Straight

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3. Building security hookup

“I used to be a security guard for an office tower. It was a part time job I worked during college to help make ends meet. After being there awhile, I got to know the folks working in the building well.

Late on a Friday night, a guy that I was friendly with (maybe mid-40’s?) asked if I wanted to make some extra cash. When I asked him to tell me more, he said he’d tell me later through text and asked for my number.

The next day, he messaged me and told me he thought I was attractive. He offered to pay me $150.00 to blow me. The guy didn’t beat around the bush with it, I’ll give him that.

Because I was super broke and needed the money badly, I was DTF. The deal was simple – we’d meet at his place on the weekend. I’d come in, pull down my Levi’s and let him do me.

And that’s exactly what happened. It was the easiest money I ever made. In my mind, I just pretended it was my girlfriend doing her thing.

It only happened once – even though he wanted to do it again. Not that I was against it. I didn’t wasn’t comfortable making it a regular thing, you know?”

-Miguel (37)/Straight

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4. Curious buds

“When I was in high school, I was a wide receiver for our football team. One of my best buds was the quarterback. We used to hangout sometimes on weekend and talk about the chicks we thought were hot.

Somehow, the conversation turned to which girl gave the best blowjob. He had a list of names and so did I. It’s weird, because then the conversation turned to technique.

Maybe it was just a mutual attraction thing but before I knew it, we were going down on each other in his parent’s basement. I can still remember him saying, ‘I teach them to use their hands with their mouth like this.’

We took turns going back and forth until both of us unloaded.

I don’t know the exact number but I’m sure we did hooked up at least five times.

Now, years later, we’re both married with kids.”

Tommy (26)/Straight

5. Halloween costumes

“In my last year of college, I was invited to a house party for Halloween. The rule was that if you wanted to come, you had to wear a Halloween outfit. I decided to wear that stupid Jason Voorhees mask from Friday the 13th.

A few hours into the party (and liquored up from whiskey), I stumbled into a large room where a bunch of people were gathered. Unlike other parts of the house, this area was quiet with soft music playing in the background.

In the corners, you could see guys getting blowjobs, with passersby taking turns. It was almost surreal.

Before I knew it, some dude dressed like the Lone Ranger motioned me in. Look, I won’t lie. The shit made me super curious. Who wouldn’t be, you know?

So after a few minutes, a girl dolled up like a fairy princess started feeling my crotch. Eventually, she was on her knees blowing me.

But that only lasted a minute. That’s because the Lone Ranger tapped on her shoulder and he they traded places.

For a quick second, I kind of freaked out. But then I told myself to just go with it. The guy knew what he was doing!

I remember whispering I was about to shoot. When I pulled back, he yanked me closer and swallowed.

To this day, I gotta admit it was the hottest BJ I’ve ever received. Can’t say I’ve ever hooked up with another guy since but I’m not ashamed this happened.

In my mind, I still wonder if that fairy princess who originally blew me was really a girl?”

-Eric (36)/Straight

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6. Lost bet hookup

“My first hookup with another guy happened when I lost a bet on a NFL game. This was during my junior year in college. Our deal was the loser had to pay $100.00 and if they couldn’t, you had to blow the other dude.

I ended up winning. He didn’t have the money. To pay up, he ended up giving me head in my dorm. Curious, I told him I wanted to try it on him. The rest is history. We eventually ended up on my bed doing a quick JO.

Bet paid. He was happy and so was I.”

-Nick (34)/Straight

7. Movie night

“More than a few years ago, I used to be best buddies with a guy from my neighborhood. Sometimes on weekends, we’d chill at his place, watch a movie and smoke weed.

One particular Saturday, I remember him putting in a DVD and thinking it was one of those Kung Fu flicks. It turned out to be adult video.

Embarrassed, he reached to turn it off but I told him to keep it on. Hey, some of the scenes were pretty hot.

While we sat on the couch and watched, we did a few tokes from his one hitter. Eventually, we both started to JO. In time, that lead to making out.

I can’t say we ever gave each other BJ’s but we did nut. It’s funny to think back about it now because at some point, whenever either of us would say, ‘Wanna do a movie night’, we knew it was code for bro-jo.”

Randy (38)/Straight but curious

8. Last night with roommate

“Back when I was 25, I had a roommate that was gay. At this point in my life, I’d always considered myself totally hetero. Still, I found the guy I lived with to me strangely attractive.

He had hit on me a few times and I always blew it off. Maybe that’s because I was afraid if I went through with anything, it would mean that I was gay, too.

On the last night of our living together (he was moving because of a job) we spent time chatting in the living room. One thing led to another and he hit on me. In turn, I hinted to him that I thought he was attractive.

It didn’t take long for us to start fooling around. Nothing serious. Just basic oral and kissing. It was the only time I ever did it with another guy. Does that make me gay? Who knows.”

Adam (37)/Straight but open to new experiences

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9. Bored and curious

“My gay friends had told me all about how they were using hookup apps to meet people and get it on. At the time, there weren’t a lot of options like that for straight guys.

One night while alone, I decided to download Grindr – just to see how this whole thing worked.

Once I figured out how it worked, I found myself getting hit on by other men. One of them seemed pretty cool. I told him I was new to it all.

The guy offered to blow me, NSA. Feeling bored, I decided to go through with it. The whole thing went down at this dude’s apartment – maybe 2 miles away.

I guess on some level I am bi and not really straight. That’s because I still go on that app to meet guys here and there. Did I mention I’m married now to a woman? Yep, I am.”

Martin (39) Identifies as hetero to wife

10. Military college

I used to attend a military college that was ROTC. During my time there, I became close friends with a guy who would later become a Marine.

To keep it real, we were both attracted to one another. We never came right out and said that but the shit was obvious. The thing is, we both had girlfriends.

One weekend, we decided to hangout in his room and play some silly board game. While talking, we ended up getting intimate. It’s hard to describe how it happened. It just did.

After that first time, we ended up being ‘secret boyfriends’ with one another. We never called each other that but upon reflection, that’s exactly what we were.

The relationship with him was the only time I’d ever done anything anal. I’m pretty sure it was the same for him, too.

After graduation, we both went our separate ways (I joined the Navy).

It be great to say we’ve stayed in touch. The truth is we haven’t. But I do see him come up as a ‘People you might know’ suggestion on Facebook.

I wonder if I should go for it?”

-Evan (41) Straight-ish

11. Cousin exploration

“I’m embarrassed to admit this but I hooked up with my cousin when I was 19 (he was 20). We had always been close and hung out together as little kids.

One random weekend in the fall, we found ourselves together at my mom’s house, watching wrestling on TV. That’s when he started talking about how huge some of the guys were and how he wanted to build his body up like a wrestler.

At some point, we both took off our shirts and started comparing physiques. A touch here. A grab there. In time, we were both fully erect through our sweatpants.

It was the first time I’d ever blown a guy. I’m not sure the same is true for my cuz though. I’d always suspected he was bi.

Our hookup was a one-time deal. We never talked about again. We’re still really close though.”

Kyle (27) Heterosexual and embarrassed

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12. Masturbation competition

“During high school, I was buds with a guy who lived up the block. We used to ‘experiment” with each other from time to time.

One of the things we would do is have a masturbation competition. Whoever shot the farthest was the winner. Stupid, huh?

Fifty percent of the time he’d ‘win’ and the other fifty, I would.

It’s not anything I would do again. Caulk it up to youthful indiscretion.”

John (30) Hetero man

13. Bar hookup

“My story isn’t all that unusual. A friend and I decided to meet at a local bar and play pool. It’s the kind of place with dartboards, football on the T.V. and popcorn for snacks.

We had been throwing back a few and doing shots. By the time we left, we were both feeling pretty good (if you get my drift).

We ended up going back to his place to crash. Somehow, we both ended up making out together on the couch. It was the weirdest thing. Both of us were so plastered that we couldn’t do more than that.

I still remember him excusing himself while we were making out to go to the bathroom. That’s when he puked – bigtime.

That’s as far as we got. I will say he was a decent kisser”

-Travis (40) Straight man

14. Baseball practice

“Back in high school, I used to play for our baseball team. There was a dude that I kind of suspected was bi but wasn’t really sure.

One day after practice, we all hit the showers to clean up and go our separate ways. But the guy I’m talking about seemed to be lingering around the showers.

I’ll level with you – he had an amazing body and a really big pencil. Because I was curious, I decided to step into the shower with him after everyone left.

That’s when I noticed he got an erection (and so did I). We didn’t mess around there. But we did end up taking turns on each other in my car.

After that, we regularly would find places to hookup.

All of this happened 15-years ago. I can’t say I’ve been with another guy since. There was just something about him that was attractive.”

Donovan (27) Claims to be heterosexual

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15. Three friends and 420

“When I was in my early 20’s I used to hang out with a few guys from my community college and smoke weed. It was always an informal thing – kind of random.

On a Saturday afternoon, one of my buddies called me up and asked if I wanted to hang. Having nothing else to do, I figured why not. When I got there, my two friends were firing up.

As evening approached, one of them started talking about dick size. I was like, ‘WTF’? But I was always curious because I’d always thought I was smaller than average.

At some point, of them whipped out his junk and got hard. The other dude laughed and did the same. What else could I do but join in?

That’s when the comparisons really started. We were grabbing each other’s pricks to compare girth and length. Remember now, we were still flying high.

The guy who originally started the whole thing began jerking. Don’t ask me why but I decided to join in. In a flash, all three of us were spanking our monkeys.

I don’t remember who unloaded first. I’m pretty sure it wasn’t me though.

After it all ended, we ordered a pizza. It was just one of those guy things that you have to get out of your system. The best part was that all of us were around the same size. At least I didn’t feel embarrassed.”

Tim (42) Heteroflexible

16. Glory hole

“I went to a bookstore to get some girlie DVD’s. At this place, they had a backroom area with private rooms. Feeling curious, I decided to check it out.

After stepping into a booth to watch a video, I noticed a medium size hole in the wall. Occasionally, I would see a tongue darting in and out.

The rest is history. I stuck my junk through and let the guy do his thing. Oh, I know it was a guy because I could see his facial hair when he did the tongue thing.

The whole experience lasted around 5 minutes. I shot, he swallowed and that was that.

It was the only time I’ve ever done anything with another man. Thinking back, I’m glad I did. It kind of rocked!”

Justin (39) Basic straight male

17. Massage hookups

“I used to have this great masseur that really knew how to get the knots out of my back. Occasionally, he’d reach a little below the towel. I mean – I knew the dude was gay but it didn’t bother me.

During one session (not sure why) I started to get hard. He noticed this right away.

First, it began with some hand action. Later on, he started going down on me. The shit felt good! I let him do his thing until I released.

After that, I would go to see him twice a month. Then out of the blue, he told all of his customers he was moving to another state.

That sort of sucked. It had gotten to the point that the real reason I was going to see him was for the head. The dude was super talented.

None of this counts as gay when you think about it. I mean hey, it’s all part of therapy, right?”

James (44) Male hetero

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18. Truth or Dare

“I’m sure everyone reading this has played some form of truth or dare. For me, it was an informal game of six people (3 girls and three guys).

I ended up getting a ‘dare”. The task? To let the gay guy in the group blow me. And that’s exactly what happened, in front of the others.

It lasted two minutes. It’s not like I unloaded there in front of people.

But two weeks later, I ended up doing it for real when me and the gay dude met up at my place. It’s just one of those random things where I was curious. I admit – he kind of turned me on.”

Kenny (32) Male straight

19. Gym steam room

“When I was 18, I learned that you could get a decent BJ at my local gym. The place? The steam room. The thing was so misty inside that it was hard to see in front of you.

Here and there, I would pop in for a steam after working out.

The way I look at it is like this – it’s not really gay if you don’t know who is blowing you.

I’m older now. It’s not something I would do again.”

Cliff (40) Male and hetero

20. Canoe hookup

“Back when I was 15, I used to go on summer canoe trips with my friends. There was this one guy I’d pair off with. I dunno why. Maybe because he knew how to steer and I was good with paddling.

Sometimes, we would take the canoe out on the lake and find a secluded place. That’s where we’d both blow each other. The craziest thing is we never talked about it or planned it. It just happened.”

Eric (38) Hetero-guy

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20. Cab hookup

“I used to drive a cab back in my 20’s to make extra dough. One night, a guy asked me to drive him to the gay area of town. Along the way, he hit on me. It didn’t bother me because it happens a lot with cabbies.

Halfway to Boystown, he pulled out $300 and said it was mine if I’d let him blow me. I couldn’t resist. The truth is, you have to drive 12-hours to bring home that kind of money.

We pulled into a parking lot. He got in front and did his thing. When we were done, I drove him to his destination.

Easiest money I ever made. It was the only time I ever did something like that.”

Chris (44) Cabbie straight

21. Amtrak hookup

“I used to take the Hiawatha line from Chicago to Milwaukee. If you are a regular on that train, you quickly notice it’s the same people day after day.

There was a guy that I used to regularly sit next to me. Over time, we got to know one another. That’s when I found out he was bi. I also learned that he was attracted to me. If truth be told, the feeling was mutual.

On one random ride and one ride only, we ended up in the bathroom together and getting off. Ever been in one of the restrooms on Amtrak? They are a lot bigger than you think.”

Issac (41) Hetero-male

22. Neighbor hookup

“For me, I used to visit my gay neighbor for stress relief. We were both the same age and the guy was cool. It happened maybe once a month.

I’d come in and sit on the couch. He’d do his thing until I released. Honestly, I wanted to return the favor but he never would let me.

I wish I had a neighbor like that now.”

Dave (37) Straightsville

23. Hotel hookup

“It was just a random thing one time when I checked into a hotel. He was a guest, like me, in for a business convention.

We ended up getting together after a super boring presentation. A little JO and light oral. His needs got met. So did mine.”

Clyde (38) Straight male

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24. Dairy case hookup

“I used to work in the dairy department of a large chain grocery store. I must have been 18 back then?

One of the dudes who worked there was a body builder. He’d come around on breaks and chat it up. I thought the guy was cool.

One weekend night (more like 2 am) while we were both at the store, we hooked up in the dairy case. It just happened. There was just something about him I dug.

Over time, we’d do it about once a month. Then, out of the blue, he quit. I never saw him again.

I often wondered if he was gay or bi. I guess it doesn’t matter.”

Carl (37) Dairy-straight

25. Anal hookups

“There was a guy I used to do anal with back in college. We’d take turns on each other. We weren’t drunk or high either. Just attracted to each other.

The thing is – I’ve never had a desire to be with another guy since. Personally, I think of myself as straight. Don’t you have to keep doing it to be considered gay?”

Bruce (35) Hetero-confused

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