Where is the most unusual or risky place you’ve masturbated or given/received a handjob or blowjob?

On the roof of the student union building in college watching my recent ex girlfriend fucking another guy. Night time but sadly I was caught by campus security...not one of my finer moments. Walked around with my head down for months
Just caught being on the roof or caught peeping?
 
under instruction

Went to a sex shop to buy cock rings and butt plugs. Then had to go to a bar and use both whilst having a drink and talking to locals (in Japan) so as a white guy in a small Japanese bar with cock ring and but plug in use it was quite a feeling to be the Centre of attention without them knowing
After I was instructed to go to the river side and cum - opposite a block of flats, in range of a light.

Had to take photos as a journal as I went.
 
Just caught being on the roof or caught peeping?
I think they were more embarrassed than me. Not often you catch someone on a roof mid cum. All they said was hey get down off the roof you're not supposed to be up here.
It was 50/50. Half crying half with a massive hard on. More than enough adult beverages and other things floating around in my body back then
 
I think they were more embarrassed than me. Not often you catch someone on a roof mid cum. All they said was hey get down off the roof you're not supposed to be up here.
It was 50/50. Half crying half with a massive hard on. More than enough adult beverages and other things floating around in my body back then
Did you ex ever find out?
 
No end of the school year never saw her again. It was my first serious long-term relationship, back when everything was perfect. Oh we'll get married as soon as we graduate and live happily ever after. That worked out well lol

Little did I know that was the beginning of my kink of voyeurism.
 
No end of the school year never saw her again. It was my first serious long-term relationship, back when everything was perfect. Oh we'll get married as soon as we graduate and live happily ever after. That worked out well lol

Little did I know that was the beginning of my kink of voyeurism.
She left a good mark on you at least
 
Server room at the college I worked at, was pulling a night shift doing some upgrades and patching and had a lot of time to kill. This was before security cameras were essential in server rooms so I had a lot of privacy.
 
Server room at the college I worked at, was pulling a night shift doing some upgrades and patching and had a lot of time to kill. This was before security cameras were essential in server rooms so I had a lot of privacy.
Reminds of seeing a security cam video taken from he ceiling above what apears to be a reception. This blonde chick was lying back spread eagled on her directory chair wildly masturbatng her clit and you can see her cumming again and again. No sound just plain black and white CCTv footage.

Very very hot, she obviously wasn't aware she was being watched looking at how she let herself go.
 
Years ago - maybe mid 90s I was seeing this hot, redhead from south Philly.

We were all over each other at dinner and we went to an ice cream place near her apt, where she proceeded to give me a fabulous handjob right in the parking lot.

We had a lot of fun together!!
 
Years ago - maybe mid 90s I was seeing this hot, redhead from south Philly.

We were all over each other at dinner and we went to an ice cream place near her apt, where she proceeded to give me a fabulous handjob right in the parking lot.

We had a lot of fun together!!
I found some of the most intense handjobs are in the car especially in affairs and where exhibitionism and voyeurism are involved
 
Rubbed one out In a cemetery while on my morning walk this past summer. It was a beautiful and hot morning and the cemetery is so quiet and peaceful. Aided by some hot lit audio stories I couldn’t help myself when I came down a hill in the back of the cemetery out of sight to anyone. I felt so pervy but exploded with a milky load. Now I fantasize about meeting naughty women on walks in the cemetery. Am I going to hell?!
 
About 30 years ago, I had developed a crush on a coworker, but I didn't tell him, as that would have meant coming out and I feared that would not go well. He was far too precious to me to risk losing him as a friend.

Some time later, during a warm summer night (it was well past midnight), I happened to pass by the place where he lived and decided to do something crazy. I parked my car about 1.5 km (1 mile) from his house and started walking towards it. The last half of the walk was over an unlit dirt road with no houses – except for his at the very end, where that road connected to a regular street. About halfway down the dirt road, I stripped next to a tree, intending to sit there for a while, watching the wide-open fields around me, while meditating about him and me, and eventually playing with myself. But my hormones kicked in overdrive and I continued walking, totally naked except for a dog collar and leaving everything else behind, until the amount of street lighting dead ahead started to really scare me. I crawled on a bit more on all fours, dove into a dry ditch right next to my flame’s house, and you can guess the rest.
 
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