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

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
 
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.
 
One time my gf at the time gave me a hand job to completion behind a lone tree near the pavement in a city centre. No one saw the act AFAIK, but people could definitely see both of us if they looked our way. I reciprocated, but she didn't enjoy it as much as I did. A good 20 people walked past on the pavement.
 
Years back, my wife, her best friend and I were at a party about 15 miles from the nearest town. We had been drinking and I was drunk. My wife was to drive us home. I told her friend, before we left the party, I was going to get naked on the way home. I was in the back seat and I quietly stripped. I then tapped her friend on the shoulder and she turned to look and could tell that I had undressed. She looked at my wife and said, "your husband is naked." My wife turned the interior light on and they both looked to confirm that I was naked. She turned the light off and continued to drive for a few minutes. Her friend asked, "what should we do with him?"
My wife hit the brakes, slowed to a stop and said, "let's get him in the headlights and jack him off." One of my biggest fantasies was about to cum true!
There was no traffic. We all got out of the car and they led me to the front where I was exposed and lit up. They took turns trying to make me cum and I was loving it. Unfortunately, I had too much to drink and an orgasm was not going to happen that night. They even tried oral and it still didn't happen. I got dressed before we got home and the night's excitement ended. I have had many "successful masturbation sessions" using my memory of that night. It never happened again.
 
I've given Mrs. Stromer several public orgasms, sitting at a bar, in a booth while eating, public parks, etc.. After spending the evening at an off-premise swingers club in Washington DC, no sex or nudity allowed but lots of groping and fondling happening on the dance floor, we were both pretty worked up.
We got onto an empty car of the DC subway system and soon as we pulled out of the station, she had her skirt pulled up, legs spread and my finger working her clit. Had to stop at the next station when two mid-twenties couple got in the car with us. Again, once we out of the station, she grabbed my hand and I started working her over. The whole time both couples were watching what was happening in the reflection of window next to us.
After overhearing them talking about us, I asked Mrs. Stromer if she knew they were watching our reflection. She said yes, looked up to see them and that was enough to trip her over to an pretty explosive orgasm.
This was way before all the CCTV cameras every where.
 
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