where was the riskiest that you have masturbated. NO UNDERAGED STORIES!

Katelyn said:
I frequently love to masturbate in change rooms. One of the things I look forward too when COVID is over. Christmas crowd density makes its so hot.
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Is it because they have a camera there that you like to show off
your lusty side?.
 
When I was a kid growing up, I was hyper-sexual, and I always pushed the boundaries of risk. I started by just sneaking out of the house late nights, to jerk naked in the back yard. Then I would go further away, to the fields behind my house. I would always strip completely naked and place my clothes far away from me, so if by chance anyone came upon me, I would not be able to hide or recover in time. (I also had rape fantasies). Eventually I evolved to walking to a nearby industrial park (where the parking lots had flood lights for security), and would strip naked leave my clothes, and go directly to the middle of the lot, and sit and masturbate... often multiple rounds. If a car, for whatever reason had turned into one of those lots, there would be no recourse. Side note: I used to enjoy doing this sort of activity in the rain, for whatever reason.

Never was caught. I always did it like 2AM or later, and we were in a small quiet suburb. There was no signs of life at that hour.

Similarly, me and my little JO buddy would always jerk off in broad daylight in the woods behind his house, or in small ditches/ravines which paralleled the parking lots of the industrial park behind our homes. I feel this was less risky than my solo activity, because we would go to concealed places, and would only unzip and jerk. We weren't openly exposed & completely naked.
 
Katelyn said:
I can tell you from working in casinos and having security friends, in Canada they do not have changeroom cameras. Also I've stolen enough things when I was a teen to know where c
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I know for some the thrill of being watched is a big turn on, or the possibility of getting caught
 
To many to list, but lets say office, car, etc.

When I was in the military I did security and when my post was in any of the security towers you bet I would pull it out.

I remember one time being almost caught, I was out in Wyoming up in the hills between Cheyenne and Laramie and found what I thought was a secluded spot and parked. There I was with pants down with a rod stuck up my bum and dick in my hand. I then look in the mirror and see a car behind mine. It was one of those oh shit moments, and luckily they backed up and moved on. I quickly got out of there.

Back then there was no cell-phones or internet.
 
Veryy stealthily while a dumb horny teen in the back of a class...

Didn't even have anything to clean the cum up with, I just kinda left it stuck under the desk and dripping...
I feel bad for whatever poor soul went to sit there after.
 
In school once a male teacher of mine did NOT wear any underwear and you could tell. You could clearly see the outline of his cock through his pants. Had to excuse myself to the bathroom, bang one out, came back and still didn't hear a single word he said all class.
 
zoofanm41 said:
I'd have to say that my riskiest was while driving to work one day on a back road. Easy enough until that big O hits you, then it was a bit distracting. I wouldn't recommend it but everything worked out okay for me in the end. I've also masturbated outdoors many many times, especially while growing up in the middle of nowhere. I'd get buck naked in the woods, masturbate and just otherwise good around for hours on end. It was unlikely that anyone would find me, but it was possible, my siblings would occasionally go out into the woods. I think my next most risky experience was in my car in the parking garage at work. I did that several times, people would be walking by the car and I'd be going at it lol.
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Fuck! See that’s how I grew up next to about 100 acres of woods. My friends and I would go into the woods to build forts etc. but when we got
Older we would start experimenting. One time I was out in the woods alone. I was about 15 and I started to jerk off, as one does at that age and alone 😈 when this older guy who lived in the neighborhood was walking through the woods and must have seen me for at least a few minutes. He was watching from about 100 feet away when he suddenly said hey as I was about to cum. The, after ruining my orgasm, came down and we talked for a few minutes and then he started to grab at his cock through his pants. He asked me if I did that a lot out here and I said yeah. He then pulled his out and said “me too” and started to jerk his. Over the next few weekends we started to jerk with eachother and then move on to bj’s, until finally, and I was fucking ready for it, he wanted to fuck me and pulled lube out of his pocket. He said he wanted me to fuck him first and eat his ass. His ass tasted like he just got done using the bathroom but I didn’t care it was sweet in a way and he told me to clean his ass before I put my cock in. After I just used my spit and put my cock head into his well eaten ass. He fucking loved it and so did I. He told me not to cum though not until his cock was fucking my tight ass.

up to this point the largest thing I had put in my ass was a toy baseball bat that I got at a columbus clippers game. And his dick was at least twice the width. He at my ripe ass, I had gone to the bathroom before coming out to the woods, snd he licked up my dirty hole with pleasure as he jerked his dick and mine. After he had enough spit on my ass he fingered me to get me loose and then put a lot of lube on his cock.

This guys cock was massive compared to my 14 year old cock, even though I was above the national average at this point, I still felt small
Compared to what I had seen in porn or in my school locker room, he didn’t have a skinny or particularly muscular body but he was built and solid. I think he was a senior in high school in our school district around central Ohio; or corn country as I call it now that I live in the pacific north west. He had a musk to him that I will never forget and at one point made me smell his pits. I fuckin loved the taste of his huge cock, asshole, and pits.

he then put his lubed up rod into my ass and I almost screamed because it hurt so bad…at first. After he put it in he held it there. He told me he needed to piss and I, being as kinky as I was at 14 and loving to piss on myself told him just to piss in me! He did and that stretched and lubed me up enough that he was ably to fuck my now non virgin hole! We were maybe 20 yards away from the nearest house but fuck I didn’t care. He slammed my sloppy, wet, musky, dirty, pissy ass as hard as he could after working up to it! I was so horny I didn’t care how much it hurt or any consequences if we got caught! I was pulling on my 6 inch Cock at the same time and when I told him I was going to cum he flooded my ass hole again with his cum.

We decided to meet there everyday until he left for Ohio state university for their justice program and he became a cop 😈😈😈 but fuck we met up at least once a month until I went to college. After that it was about once every 2 or 3 months. We would continue to fuck in the woods behind my house until I moved to the PNW. I need to go home soon though to visit. I haven’t been in 3 years and I’ve heard they are tearing down the woods to build luxury houses. Maybe we can still get away with fucking in someone’s back yard and not get arrested ( that’s a whole other story) hahah but that’s the riskiest place I’ve jerked and had sex as. Youngin. College was a different story as well 😈
 
Side of a major highway while helping rebuild a strip club for my godfather. I was 15. I was so ramped up, they were screening women coming in for work, I just had helped install showers in the changing area and saw a couple of them getting changed. I couldn't take it anymore. There were cars more or less blocking me from being seen but definitely a high traffic area.
 
Back in boy scouts before I transitioned (keep in mind this was many years ago, im not some weirdo) I was in the shower building wich was a giant hut made up of wooden shower cubicles. Well I Sat on the chair with the water beating down on me fingering myself listening to the other boys. There was alot of cute guys in that camp to. These weren't sealed rooms though, you could look above the walls and below them throughout. Heck you could crawl under them if you liked so if someone got nosey.. no one got nosey though haha
 
at work. Was the only one that day, bored, browsed, found a sexy pic, had to takexa leak and combined it with a jerk off.
 
In a park during the night on top of a hill. My friend was also rubbing his member against me and got the head in for a minute or two. Too risky to go all the way, and one of the night patrols reaponsible for kicking people out the park was about to come upon us.

Also in the garage. My brother almost caught me. I was doing laundry and the clothes were so warm! Literally had to hide and pull my pants back up (they werent down that much) mid conversation pressed up against some clothes in my hand trying to act casual. It was also little dark in there. Still surprised he didnt see or notice or suspect anything. Theres no way not to look or act little weird in that situation but I passed. So... I guess I was that good? And he wasnt that observant that moment?
 
On my deck in the back yard. It was after 12 midnight but anyone walking by could have seen me. Also, some neighbors have cameras. Not sure if they got a good show :)
 
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