Where is the riskiest place you have masturbated?

Some of you may have read some other posts. I work in many buildings doing maintenance. This one is an old building with a back stairwell. I have at times taken pictures, in work location, of myself in G-strings or nude wearing an assortment of metal cock rings.

I was at the top of the stairwell leading to the roof. This is a fully occupied building. I was taking various poses, in a Gstring my wife made me. I decided to go fully Monty and take a few more. FYI an apple watch is great for selfies with its remote to control your phone’s camera.

After a few more shots I sat down on the stairs and had an overwhelming need to stroke myself. It was so exciting. I switched the camera to video and with a bit of hand cream started stroking. You could hear a slight jingle echo from the metal cock rings I was wearing. I went nice and slow and enjoyed it. Edged myself twice and the third pushed me over. I haven’t cum like that in a very long time. The sence of danger and the thrill of the location was too much. I sat there panting for some time. I ate some of my cum and then spread the rest on my chest. I slowly got dressed and then went back to work.

The thrill of it was amazing. I now go through different locations where I may be able to recreate the scenario.

 

About 15 - 20 years ago, I use to jerk off in a JC Penny's dressing room. It was very nice; several rooms set back in an alcove, very nice, carpet, bench in front of a full body mirror, sturdy wood door that went all of the way to the floor and a good lock, out of the way(never too many people around but just enough to make it exciting). Plus the walls didn't go to the ceiling so you could hear people in the men's clothing section near the dressing room. I liked stroking when I could hear females talking. I would get extremely excited. I NEVER lasted long, 5 minutes if I was lucky. This may not sound risky to you but it was for me. I went there at least 50 times over the course of several years. A fews times I didn't even lock the door. PS - shooting my load in 5 minutes was very fast for me.

 

That definitely qualifies as risky.

 

On the path to the clothing optional beach there are a few places one could step off the path, if you need to relieve yourself, only semi private of course. I have been caught three times. Watched once, twice they joined in.

 

I was at a public pool when we were on vacation a few years back.
The inlet jet was right in the perfect spot, there was a very attractive woman in a very small bikini sitting at a table by the pool, completely engrossed in her phone.
So I just sat there admiring the view until the jets did there thing.

 

Two places. At work. Also once there was a clerk at a store that I always found super sexy. Well, this one time I finally saw her in ass tight pants with a perfect wedgie. Well, that was it for me. Not at the store lot, but at the parking lot at my home, I whipped it out and shot cream to the thought of that ass. Fuck, so sexy.

 

I don't even know where to start lol. Most recently it would have been on a red eye flight back from Spain back in December.

 

Standing fully naked in the floor-to-ceiling window of a hotel room in a major city, a few floors above an active construction site, with many people walking by on the busy midday street below. Between all those people and the ones in the many buildings facing ours, I have to figure at least a few people saw me enthusiastically stroke my cock until I shot a good load.

 

Top deck of a bus as a student. Just pulled my dick out and went for it

 

Under the desk at school, college and office now

 

At a traffic light with a police car in the lane next to me.

 

Driving and jerking off is something I really enjoy.

 

I have a long road trip next week to the great lakes. I have a recharable prostate massager that I plan on having in most of the trip and being naked as much as possible.

 

Years ago (early 90's) when I was working graveyard doing "Computer Operations" I was stationed up on the 2nd floor, and sometimes when I got too horny I would go to the bathroom and pee in the urinal and then jerk off and flush. Something about the potential to get caught. Never did though.

But before that while in college I would go to the stall and masterbate. Got "sort of" caught as when I came a dude says... what were you doing in there with your feet alomst out of the stall? I laughed it off, but realized I was caught. That was in the early 80's

 

and restroom, bath, dressing room

 

At work.

1) There was a girl in my local office that was married, but would flirt with me. She would tell me that I was her type, but too bad she wasn't single. She was very open sexually and asked me if I had any kinks. I told her that I liked feet and shoes. Next thing you know, she starts teasing me with her feet. Every day she would ask me if I liked her shoes. She knew it would drive me crazy. It was on a Friday towards the end of the day that she sends me an instant message to come to her desk because she had something for me. When I get to her office, she took off her work pumps and says go to the bathroom and play with them. I nervously thought about it. I was afraid to get caught, but decided to go for it. I put her shoes into a big folder and took them into the bathroom. I ended up cumming in them and when I brought them back to her, she asked me what I did with them. I very quietly described what I did and told her to look inside her shoes. When she saw the cum in them, she put them on and walked around the office in them for about 15-20 minutes before putting on her sneakers to leave for the day. One of the most erotic things I had ever seen. And no, I never ended up fooling around with her.


2) I met this girl from my company on a work trip to the Europe office. After coming back to the US we would talk on the phone. One day in the office, we were flirting by text and decided to go our respective office bathrooms and send each other pics of us touching ourselves. That was fun.

 

Back when I was in my teens on my friends moms bed.

 

in the woods and in my van on lunch breaks

 

Work bathroom and at a big family event at someone's house (lots of people, door open). I don't think I have ever masturbated outdoors. Sex is another story.

 

A rest area on I-80, I stopped to take a leak. There was only one other car, nobody in the car. I walked into the restroom and there was a guy, pants around his ankles, fully erect stroking it pretty fast.

he said sorry and turned away. I said, don’t be sorry I was thinking about doing the same.
He turned back around and kept stroking, slower though. I guess he wanted to wait for me. When I finished taking a leak I washed my hands then, pulled my cock out and we jerked off in front of each other.