Estimated reading time: 8 minutes
These stories of spontaneous hookups will leave you hurtin’ for a squirtin’.
Have you ever found yourself hooking up totally out of the blue? Spontaneous hookups can often be the most satisfying encounter. On Reddit, gay men recently opened up about their most unexpected experiences.
While some told tales about connections with their significant others, others shared moments involving Uber drivers and cable guys. Here are ten of our favorite stories.
1. The cable guy
by Southern-bro
It was only a h——b, but it was sure sexual and spontaneous: When I was in college, a nice-looking cable guy older than me (30ish) came to our dorm room. I was the only one there since my roommates had class. We got to talking a lot while he worked, and it got a bit personal. One thing led to another, and he stopped, looked me in the eyes, and asked if I liked guys. I nervously said yes, and he said he did too. He came up close to me and reached down and started gently feeling my bulge through my jeans.
Well, I was a horny college dude not getting any and moaned and pushed forward my pelvis. He smiled and said, “You like that, buddy” and unzipped me, carefully pulled my throbbing junk out (c–k and balls), and started jacking me with my pre-c-m and his spit and cupping my balls. I was eventually doing all the work by pumping my c–k in his lubed fist. Finally, I couldn’t take it anymore. I cried, “I’m gonna c-m!” and nutted a load. It shot up his grey work clothes. He seemed happy and left. I just fell back on the bed, relieved. Never saw him again — the best h—–b I ever had.
2. On the way to Arizona
by SnatchyaWigz
My ex-husband and I were driving from Phoenix to Los Angeles and were on that part of I-10 in Western Arizona where the towns are all really far apart. He pulls off at one of those exits that are marked “No Services,” so I think he’s just going to take a leak at the side of the road, but instead he drives for a little while, then turns off down this random dirt road. I sit up at this point and ask “where are we going?” He just grins at me.
Maybe two minutes later, we stop, he gets out, comes around, and taps on my door. When I open it, he motions for me to get out, so I do. Then he drops to his knees and starts undoing my jeans. I hesitated and tried to stop him for a few seconds, then looked around and realized we were in the middle of nowhere, so I let him pull my jeans down. He proceeds to start b—–g me. After he gets me nice and hard, he stands up, goes to the hood of the car, drops his shorts, and bends over. I f—-d him against the side of the car until we both came, then we got back in the car and were on our way.
We grew apart and ended up being really s—-y and mean to each other by the end of our 14 years, but damn, we always had really hot s–.
3. Study session
by TomberryServo
This was probably the most [awkward] encounter I’ve had yet. I was finishing up a report at 11 p.m. in my empty dorm that was due at midnight. Someone knocks at my door, and it was this dude (we’re both gay) I hooked up with a few weeks ago. He was h—y; I was not because this report was worth a [significant] portion of my grade. He wasn’t going to leave, so I let him give me a b—–b while he j—-d off. Five minutes later, he came on my floor, left, and then I spent the rest of the night, putting the finishing touches on my report.
Related | 18 Straight Guys Open Up About Their Gayest Experiences
4. The charismatic guy
by curiouskub90
I once was in a band, and we all lived together in a small town. Between all of us, we knew the entire town as far as people our age, and I was new to the area but was gaining friends fast because of this town’s hardcore scene. Well, there was this guy who was super charismatic, and like physically perfect. I was straight and in a relationship with a girl.
We used to all get wasted, and people would pass out anywhere. Well, the charismatic guy ended up beside my bed, and we were alone in the room before I realized. I turn towards the wall to fall asleep, and then I’m waking up to the feeling of being touched.
At first, I sat up fast, knowing it was him, but he just looked me right in the eyes and pulled my sweat pants and underwear down, and put my c— in his mouth. It wasn’t my first time experimenting, but I wasn’t prepared for it, and it was over quick.
5. The wedding date
by ElmParker
I was at a wedding in a foreign country. It was in a rambling old house with a rambling garden. I met an older German guy who was friendly & we went on a walk around the estate. The next thing I knew, we were kissing beside a field, then he was b—–g me. I was tugging on his d—, but I didn’t want to suck it! When all of a sudden, a bunch of people from the wedding party started screaming out our names, thinking we were lost. Weird and annoying. So we returned to the kind of boring wedding, and everyone snickered and wondered what had happened.
6. Bi guy at the bar
by marker8050
It was at a bar. I’m bisexual, but I’ve been told I’m very straight acting. My friend bummed a cigarette off the one girl with her guy friend. So they started talking, and I started talking to her friend, who was more obviously gay.
I mentioned that I was bi, and he said, “Oh, really? I like your lips. ????” Then he said that he needed to go to the bathroom and I should join him. So we made out in the bathroom and were pushing against the door to keep it closed, so no one else walked. And some light b—–b took place.
Never talked to him again, though.
7. More than friends
by Scotnuck
This one time I was leaving a club late like three or four, and I didn’t live too far. I was with two guys who were friends, and we were all hanging just a friend.
Get back to [my house], and I bust out the whiskey, and we keep drinking. Somehow p–n ended up on the TV as a joke, next thing you know, we’re playing truth or dare. Take clothes off, kiss, etc.
Then things started getting a bit cray, and in my drunkenness, I had a moment of clarity and realized what was going on as I was getting my ass eaten while I’m s—–g off the other guy.
8. The brojob
by EdChamberz_
Hung out with a gay dude I knew in the neighborhood already. Saw him on Grindr as a torso and ended up recognizing each other after texting. We were both bored, so we walked around at midnight and stopped at a playground while chatting. We swung on swings for a bit, then laid down on the concrete basketball court looking at the stars and talking. He ended up holding my hand, and he kissed me.
We made out for a bit, I blew him, and he f—-d me while standing. He was both thick and hung, and I wasn’t very experienced with bigger guys, so I was on the tip of my toes. Surprisingly, we didn’t use lube, but it wasn’t really painful at all. He didn’t finish because he’d feel bad after c—–g, so he stopped right before, I walked him home, and we occasionally hung out and talked platonically until he left for the Air Force.
Related | 15 Photos of Young World War II Allied Soldiers Laid Bare
9. Time Square
by greekgaysub
Was in NYC for a conference, met this guy from our Switzerland office that I have been communicating with for work purposes via email for the last nine months, turns out he was really cute. I was 27, he was 31. We went out for drinks (the Swiss sure can drink) and we went back to our hotel for a few more drinks at the rooftop bar overlooking Time Square. The bar closed and we haven’t finished our drinks so we stayed up there as everyone including the staff left. We both found out the other was gay and he started b—–g me and then f—-d me. Was a lot of fun c—–g watching all the people in Times Square.
10. Spa time
by mctesterson96
At a gay hotel in Guerneville, CA, my partner and I were by the pool chatting up a guy in the lounge chair next to us. After some light flirting, he got up to take a dip. He came back, and his wet speedo was slightly transparent, revealing an impressive c–k. He asked if we wanted a drink, and my partner gestured to his suit and said “I’d rather have what’s in there.” We spent the rest of the day together and f—-d three times in two different hotel rooms.
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