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

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.
 
In my bedroom with my mother's best friend , many years ago. We were in a 69 , I was eating licking her arse and puss and she was sucking me off and my parents were 3 feet away on the other side of the wall fast asleep 2am in the morning ,she would stay over after being out on works get togethers with my mam and sneak into my room where we would have lots of fun ,she was 30 years my senior and I loved it
 
There are many occasions I’ve indulged in such activity in risky circumstances. Two come to mind and both concern public transport.

First example: I once wanked a guy off on the back seat of the upper deck of a London Bus as we crawled up Regent Street during a busy lunchtime. When he came he shot all over the back of the seat in front. Needless to say this was in the pre-CCTV era!

The other occasion, also pre-CCTV, occurred when I was travelling home on a night bus. I lived close to the bus depot. Mine was the final stop. The young male conductor had collected my fare earlier and when not too far from my destination, he came upstairs again, probably to check if anyone was still on the upper deck. I was the only remaining passenger.

He came along the aisle to the rear seats where I was sitting and leaning against the back of the seat in front of me, asked if I’d been anywhere nice. I told him I’d been to a club. He asked which one and I told him Heaven which was a very popular gay venue at the time, but probably not known about by straight people. He obviously knew it as he asked: “Did you score?” then adjusted the front of his trousers. I replied “Not this time.” ”I’ve been there,” he said. “ Great place. Very hot.” He adjusted what appeared to be a slightly larger bulge.

”Boldly, I said “Do you want any help with that?” He replied ”Have to be quick as we’re getting close to the depot.” As he was saying that he unzipped and fished out his lovely fat cock, almost at full erection. I reached out and, spitting on my hand, grasped his cock and started wanking it. He leaned back, eyes closed and let out a sigh. “Go faster!” he moaned. I did, delving inside his fly with my other hand and gently pulling out a pair of ample balls. I cupped them in my hand as I jacked him off furiously. “Oh, fuck!” he gasped. I leaned forward and took his bell-end in my mouth as I finished him off down my throat.

Before I got off the bus we exchanged phone numbers and had many hot sessions in the safety of my flat afterwards.

Now it’s your turn, folks!
After party handjob from the hosts girlfriend right in the livingroom couch while he watched.

It was extraordinary. Blew my mind.
 
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