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Riskiest Places You've Had SEX

Blew a clerk in a convenience store when it was open and others were in the shop.

Was fucked by doorman in a nightclub corridor with 3 or 4people watching

In broad daylight blew a guy in the park whils sitting on a perk bench. Workmen were within view.
 
Was driving about 6oo miles from New York to visit friends. Stopped at a rest stop to honestly take a piss. No other cars around just one truck.

At the urinal a trucker pissing saw me checking him out and said you suck cock man I nodded got on my knees and went at it. Just as the trucker came a State Trooper walked in. Cum sliding out of my mouth he said to the trucker out and then to me come with me. All I could think about was the embarrassment of being arrested. The trooper was 6'1 and the most muscular guy I had ever seen and an ass I would have paid to lick or fuck but I was so scared almost in tears.

He took me to a small room which I found out later was like a break room for them. Between the door to the men's and the women's toilets. We got in there he took his weapon and put it in a safe he then sat down and said besides the fact that what you and him did was against the law at the wrong time some one could have cut your throat if they were homophobic and all that shit. I was trembling he calmed down and said look you can not do that if I had been on of my co workers you would be fined and you can imagine. I said sorry. At that point he started sort of touching his junk and said I can understand where the trucker was coming from although I go home in a few hours my wife is almost 9 months pregnant. He started in my eyes and I made sure now he saw I was interested.

I said you ever let a guy... he said not on the job but a few times in college. He said you want it I said fuck yeah. I said you like your ass rimmed he said dont know never had it done. I came in my briefs with my tongue on his hole nose locked in the crack of the hottest ass I ever had in my life he then gently face fucked me moaning as he fed my face. I stood up he zipped up and said get lost and thanks.
 
Was driving about 6oo miles from New York to visit friends. Stopped at a rest stop to honestly take a piss. No other cars around just one truck.

At the urinal a trucker pissing saw me checking him out and said you suck cock man I nodded got on my knees and went at it. Just as the trucker came a State Trooper walked in. Cum sliding out of my mouth he said to the trucker out and then to me come with me. All I could think about was the embarrassment of being arrested. The trooper was 6'1 and the most muscular guy I had ever seen and an ass I would have paid to lick or fuck but I was so scared almost in tears.

He took me to a small room which I found out later was like a break room for them. Between the door to the men's and the women's toilets. We got in there he took his weapon and put it in a safe he then sat down and said besides the fact that what you and him did was against the law at the wrong time some one could have cut your throat if they were homophobic and all that shit. I was trembling he calmed down and said look you can not do that if I had been on of my co workers you would be fined and you can imagine. I said sorry. At that point he started sort of touching his junk and said I can understand where the trucker was coming from although I go home in a few hours my wife is almost 9 months pregnant. He started in my eyes and I made sure now he saw I was interested.

I said you ever let a guy... he said not on the job but a few times in college. He said you want it I said fuck yeah. I said you like your ass rimmed he said dont know never had it done. I came in my briefs with my tongue on his hole nose locked in the crack of the hottest ass I ever had in my life he then gently face fucked me moaning as he fed my face. I stood up he zipped up and said get lost and thanks.

thats fucking hot! wish i could service some of the cute cops around here like that:D
 
Blowjobs in a restaurant bathroom. Luckily it was a restaurant upstairs with bar / extra dinning downstairs and since it was Sunday morning the downstairs was pretty quiet.

Also a church parking lot. Amazing how quiet they are on a Saturday night!
 
In the public shower in a dorm on campus. Fucked this freshman I had class with for 30 minutes... still can't believe someone didn't walk in.

Lucky you! In those open showers I used to fantasize about that so much but never dared make a move.

But those showers sure provided a great view!
 
1. My friends bed lmao
2. My boyfriends cousins bed
3. In the woods
4. in someones backyard
5. In the school bathroom
6. A busy parking lot during the day
7. on my balcony (ppl van see from the tracks)
8. a fitting room lmao
 
Gotta be over at this neighbors house one time in his and his wife's bedroom. He had me up against the window looking out over the backyard where his wife and my gf were swimming in the pool.
 
About 15 years ago with my then-boyfriend in a cruisy park in San Francisco where gay guys would cruise for blow jobs. What made it risky was that (a) we knew the police were cracking down on this place, and yet (b) I was completely naked, even barefoot, getting fucked, with my clothes piled up about 10 feet away to ensure I couldn't cover up if anyone saw us. Which they did, because we were in a clearing only a few feet off of a cruisy path through the park, and people were stopping to watch us. Pretty stupid because of the risk, knowing the police crackdown, but being watched and knowing my clothing was too far away to easily grab and cover up with was intensely erotic.
 
in 6th grade-- in a class room while we were there for detention. The teacher left us alone--for a few minutes. Anyone in detention knew that meant he was going to the lounge to use the restroom, and to smoke a cigarette. He would be gone for at least 15 minutes. My friend watched out the window, while I sucked him off.
 
I believe that I have related this before, but for the education of our newer Jubbers...
During Sir Ron's slut puppy days (between the ages of 24-32), I was quite the adventurous, wild sexual explorer.

I had picked up this sexy construction worker from Virginia. he was a cutie, early 20's, with a sexy accent, 5'7", wiry body, and a thick, beer-can like cock. He used to joke that because he was skinny, all the blood would leave his brain and rush to his cock, which did all the thinking.

He and I would get together for hours of mindless, dirty, hot sex at a no-tell motel just off the expressway in the city.

I ran into him one day at a downtown adult book store, but didn't have enough money in my pocket (or in my ATM account) to pay for the motel. He was hornier than fuck, and was dieing for at least a blow job.

He suggested we park my car in a parking lot that was not being used, behind a row of hedges, and I take care of him there. It was a Saturday afternoon, so Downtown Rochester was pretty much dead. I parked my car behind a thin row of hedges that separated the sidewalk from the lot on two sides (a building and another fenced parking lot completed the four sides. His pants came down and I went to town on him.

About 15 minutes later, my sexy young man was grunting and filling my belly with a load. He was really a Southerner...each time, after cumming, he always would ask me for a "napkin" to wipe up with (he actually meant tissue, but that was just him and I found it soooo sexy).

Today, the hedges are gone. When you drive by, you can see everything. Even then though, it was a little risky.....He's gone too. I lost track of him around the time I met my ex, Dave.

So that was Sir Ron's first real public sex show, on the corner of Plymouth Avenue and Church Street, in Downtown Rochester, NY :D

When I was in my early to mid teens I would take a bus from ER to downtown Roc to the Temple Bldg to see the orthodontist. When I wasn't in the dentist office, I would either be in the massive mens room in the basement of Sibley's dept store or I'd be cruising the mens room in the Rundel library on South Ave. My first time to having actual physical contact with my penis and another man's hand was in that library. The first time I was fucked was in the ramp garage behind Sibley's up in the stairwell at the roof. Used to meet this guy in the mens room and we'd go up there and I'd drop my pants and rub saliva on my hole while he rubbed his on his cock. I would stand there sort of bent over feeling his cock sliding in an out and listen to his breathing. He'd finally sort of get out of breath and rest his head on my shoulder before pulling out. He's wipe his cock off and I'd pull my pants up and head back down into a bathroom stall and watch his cum drip out of me. I'd jerk off and then head back over to midtown and hop the bus home. Also McCurdy's mens room was another place but risky, it was just down past the security office on the 3rd floor.
 
Commonroom of a Manhattan eastside precint couple of blocks off 12th st
Basement toilets of old TWA terminal at JFK with a pilot an a steward during rush hour
 
my ex fucked me on the hood of my car in a dark alley on base. we rendezvoued there.
we gave each other bj at the smoke break area by his station. he was a cop
 
I got fucked in the back of a pick up truck by 2 guys in the middle of a major metro area with only a soft tarp over us! It was dark nd we were parked along the edge of a busy street under a street light! … HOT , but dangerous !!….
 
When I was in my early to mid teens I would take a bus from ER to downtown Roc to the Temple Bldg to see the orthodontist. When I wasn't in the dentist office, I would either be in the massive mens room in the basement of Sibley's dept store or I'd be cruising the mens room in the Rundel library on South Ave. My first time to having actual physical contact with my penis and another man's hand was in that library. The first time I was fucked was in the ramp garage behind Sibley's up in the stairwell at the roof. Used to meet this guy in the mens room and we'd go up there and I'd drop my pants and rub saliva on my hole while he rubbed his on his cock. I would stand there sort of bent over feeling his cock sliding in an out and listen to his breathing. He'd finally sort of get out of breath and rest his head on my shoulder before pulling out. He's wipe his cock off and I'd pull my pants up and head back down into a bathroom stall and watch his cum drip out of me. I'd jerk off and then head back over to midtown and hop the bus home. Also McCurdy's mens room was another place but risky, it was just down past the security office on the 3rd floor.
ROCHESTER, NY … hehe I lived in Hilton
 
I believe that I have related this before, but for the education of our newer Jubbers...
During Sir Ron's slut puppy days (between the ages of 24-32), I was quite the adventurous, wild sexual explorer.

I had picked up this sexy construction worker from Virginia. he was a cutie, early 20's, with a sexy accent, 5'7", wiry body, and a thick, beer-can like cock. He used to joke that because he was skinny, all the blood would leave his brain and rush to his cock, which did all the thinking.

He and I would get together for hours of mindless, dirty, hot sex at a no-tell motel just off the expressway in the city.

I ran into him one day at a downtown adult book store, but didn't have enough money in my pocket (or in my ATM account) to pay for the motel. He was hornier than fuck, and was dieing for at least a blow job.

He suggested we park my car in a parking lot that was not being used, behind a row of hedges, and I take care of him there. It was a Saturday afternoon, so Downtown Rochester was pretty much dead. I parked my car behind a thin row of hedges that separated the sidewalk from the lot on two sides (a building and another fenced parking lot completed the four sides. His pants came down and I went to town on him.

About 15 minutes later, my sexy young man was grunting and filling my belly with a load. He was really a Southerner...each time, after cumming, he always would ask me for a "napkin" to wipe up with (he actually meant tissue, but that was just him and I found it soooo sexy).

Today, the hedges are gone. When you drive by, you can see everything. Even then though, it was a little risky.....He's gone too. I lost track of him around the time I met my ex, Dave.

So that was Sir Ron's first real public sex show, on the corner of Plymouth Avenue and Church Street, in Downtown Rochester, NY :D
When I wrote this 14 years ago, we didn't have a Google Maps with photos.
Now I can present you with a photo of that very parking lot where I took a load from my young construction worker friend back in the early 1990s
The row of hedges that I described is now long gone, but you can get an idea of where it was.
 

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In a bathroom at a wedding right before the service. Me and another groomsman fucked before the wedding. I kept his cum in my ass the entire wedding.

"Going through the wedding ceremony with a clenched ass" is quite literal in this case. :)
 
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