What's The Riskiest Place You've Jerked Off?

Stole one of my friends sock and underwear, as we slept in the same room for a conference. Stroked in the bed while he was asleep. The next day he asked me if I accidentally had taken one of his socks and underwear, declined and took them. He almost woke up mid stroke but thank god he didn't notice me.
 
I hooked up once with a guy who wanted to suck me off in his back yard. It was one of my earliest hookups and I was REALLY nervous, especially at the idea of doing it outside. He wasn't really my type, kind of chunky, mid 20's, but I didn't care since he only wanted to suck me. He met me in front of his house and lead me around to the fenced back yard. He was weirdly specific about where he wanted me to stand and which way to face. It was like he was posing me for the benefit of someone watching. He said he wanted me to be naked and started pulling my shirt up to take it off. Just then I VERY clearly heard the sound of a window sliding open and it was coming from his house. I panicked for a second but he said, "Don't worry about it, it's nothing." and kept going. I was still scared but allowed him to continue and he kept undressing me till I was totally nude (he remained clothed). He knelt in front of me and sucked my cock and licked my balls for about 10 minutes until I shot my load all over his face. To this day I'm sure he had an accomplice who was watching from inside. I hope he was taping it! It wasn't a jack off thing but I think it qualifies as risky.
 
As for risky jackoff locations, I think I've posted that here before but here's more detail. In college I would walk through the A&S building on the way home from the library late at night, to get out of the cold for a few minutes. I new it had a big 2000 seat auditorium and one night I tried getting in to see what it was like. All the doors were locked but there was a side stage door that felt loose. I gave it a jerk and it popped right open. The place was huge and I spent a few minutes checking it out. A few nights later walking home I was feeling REALLY horny and wanted to get off before getting back to the dorms. The idea hit me to try jacking off in that auditorium. Long story short, I spent MANY late nights in that auditorium exploring the place totally nude, hard, and stroking. My cum stains were ALL over everywhere by the time I graduated. My favorite place to cum was while standing naked on the front edge of the stage overlooking the whole auditorium. Here's a pic of the place, it's still there as far as I know.

Screenshot 2025-05-28 at 8.33.20 AM.png


I had one other risky jack off place in college, only happened once but it was fun. The music building had a big concert hall. I was a music major at the time and spent a lot of time in that hall for classes, performances, etc. I'd been enjoying masturbating in the A&S auditorium and I got the idea of trying it in the concert hall too. It was always locked up tight but one night I found a door that had been left propped open. I went in, closing the door behind me, and was glad to find the place dark and empty, lit just by the exit signs and a couple working lights. I immediately got horned up. There was a window up on the side wall that lead to the recording studio but it was angled so they could only see the stage, the back 20 rows of seats were hidden from it's view. There were always recording guys there working late so I stuck to the back of the house. I stripped nude and walked up and down the back few rows, stroking until I shot my load. Here's a pic of the hall.

Screenshot 2025-05-28 at 8.32.14 AM.png
 
In a cinema many years ago when they used to show soft porn Kate at night, me, my then girl friend and two buddies went to see a film, can’t remember what it was but do remember that they didn’t show much.
Anyway I did have a wank with the help of my girlfriend, it was pretty hot !

Back then cinemas were pretty dark so no one apart from the random guy next to me was aware of what was going on, don’t think he was sure until she bent over and sucked me
 
My story will seem amateurish in comparison to others stories on here.

When I was younger, I shot my load onto the wall of the locker room at the city swimming pool. That stain remained there for years! Each time I went there, I took pride in my cum stain on the cinderbrick wall.
 
God, I've done it in so many places! 😅 Probably the riskiest ones have been on buses and trains, on my friend's balcony while he was in the living room, in a hostel dorm room with another guy in there, and walking around the hostel shower room jerking off at the risk another guy could walk in on me at any moment 😅 Some pics attached but most I've got are vids of me doing it
 

Attachments

God, I've done it in so many places! 😅 Probably the riskiest ones have been on buses and trains, on my friend's balcony while he was in the living room, in a hostel dorm room with another guy in there, and walking around the hostel shower room jerking off at the risk another guy could walk in on me at any moment 😅 Some pics attached but most I've got are vids of me doing it
Like your boner! Best coloured pubes out there ;)
 
  • Like
Reactions: pornmbk
Like your boner! Best coloured pubes out there ;)
Thanks! Ngl, I think a big reason I enjoy doing it is that there's this part of me that kinda wants to get caught by another guy who sees I have quite a small dick, even hard. I actually like it when I get to give another man the satisfaction of knowing he's got a much bigger cock than me 😅
 
  • Love
Reactions: Wine0
Thanks! Ngl, I think a big reason I enjoy doing it is that there's this part of me that kinda wants to get caught by another guy who sees I have quite a small dick, even hard. I actually like it when I get to give another man the satisfaction of knowing he's got a much bigger cock than me 😅
I have a much thicker longer cock than you!

Would be amazing to frot until we both squirted ;)

View media item 13252161
 
I've done some risky business over the years, some places I've done it:

1.) Gym shower- many times
2.) Car in traffic
3.) Car parking lot
4.) Fitting Room at mall. Left my load on the mirror
5.) Just last week I jerked off under my desk through my pocket. Mostly rubbing the head. Nutted in my boxers and was soaking through my jeans.
6.) at a bar in NYC, met this girl for drinks years back. She started rubbing my cock over my pants in the bar. Then inside my pants. pulled it out near the end and shot my load right on the floor. don't know how no one noticed or said anything. Left right after that.
 
I've done some risky business over the years, some places I've done it:

1.) Gym shower- many times
2.) Car in traffic
3.) Car parking lot
4.) Fitting Room at mall. Left my load on the mirror
5.) Just last week I jerked off under my desk through my pocket. Mostly rubbing the head. Nutted in my boxers and was soaking through my jeans.
6.) at a bar in NYC, met this girl for drinks years back. She started rubbing my cock over my pants in the bar. Then inside my pants. pulled it out near the end and shot my load right on the floor. don't know how no one noticed or said anything. Left right after that.
#5 sounds hot
 
Love jacking off at work. I'm lucky enough to have a private office but will sometimes pull my cock out underneath the desk while leaving the door unlocked. Have also jacked in the communal men's bathroom, office gym/shower and garage.