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

In the warm summer months I go to a gay bathhouse which has an open air rooftop which has lounge chairs, couches, shade, and a tarp that closes off sight from the office buildings around it - but not for taller buildings which people could look down on. I'm a male cock sucker who loves sucking dick in front of other men. Bing naked in sunshine is a great feeling. I go to the rooftop to offer my mouth for any man who wants a blow job. Over time I have sucked six dicks on that rooftop and wish I could do this every day.

I never dreamed that one day I would be a total faggot for cock but I am now. I love doing men on my knees mostly, but one man I met ordered me to sit on the edge of a lounge chair as he stood in front of me with a 6-1/2" thick cock and he put his hands on my head and mouth fucked me - slowly and lewdly. He liked to take it out and rub it on my face, and make me beg LOUDLY to suck his dick some more. I was so excited to please him, he was a dominant man with a big cock and full, heavy balls.

Other men came closer to see our sex show. I was so turned on, hoping one or more would want me to suck their cocks after this man unloaded in my mouth. His thick fuck cream tasted wonderful as he climaxed in my mouth. I was very happy.

My wish came true as a hung younger man took his place and fed me his dick. It felt so natural for me to fellate men anywhere I can.
 
I was wrenched out of my sleep by a hand probing under the blankets. As soon as I got my eyes to focus I could see that it was my pervert sister again. She does this every time our parents are away. About a year ago she treated me to my first orgasm and has never gotten over the fascination of watching me explode. My boy toy was quickly growing as she squeezed in rapid little pulses.

Mind you I'm not complaining or anything, because it's the best feeling in the world. After I was all tuned up, her hand began that familiar motion. I pulled away the covers so I could watch. It's always more fun when she does it because I can just relax and enjoy. I wish I could feel her tits, but I know she would get mad, so I just watched them jiggle through her nightgown. Oh crap this feels so freaking good!

She doesn't speak for fear of waking up Kenny in the other bed. Normally she likes to boss me around but she's nice to me when she wants something. As she speeds up I can feel myself getting close. It's like a sense of urgent panic as I feel the stress building deep inside me. I looked into her eyes just as those thrilling surges sent my juice gushing everywhere.

She seems proud of herself and smears her fingers around in the slippery mess. My mouth drops open as she lifts up her top just before scampering out of the room.
My sister used to do exactly the same thing to me except beyond waking up our parents there was no need to be quiet. Eventually it graduated to suckng.
 
When my wife and I were still dating I took her to dinner in a nearby town. We arrived at the restaurant a few hours before sundown on a warm summer day. The parking lot was next to the restaurant, and was bordered by a sidewalk on 3 sides. We parked at the edge of the parking lot, facing the sidewalk. We were a half hour early, so we started kissing in the front seat. Kissing led to caressing, and she opened my pants, pulled out my cock, leaned over and took it into her mouth. My wife (girlfriend) sucked my cock while pedestrians walked past the car on the sidewalk - some noticed, some were oblivious. She sucked me to completion, swallowed my load, and popped up just in time to make our reservation.
 
I’ve told this story on another thread.

Right after I got out of basic training, I reported directly to my first duty station. I was the fng (fuckin new guy…)

My new unit was qualifying at tank table eight, the main qualifying range. Between daytime and night time qualifying they had me stand guard on the tank trail in the middle of the woods.

I was horny. Alone. I have no idea why I thought jerking off would be a good idea, but I hadn’t masturbated in months.

So I rubbed one out. Would have been utterly humiliated if I’d been found out. Never could have lived it down…

Thankfully no one saw or checked on me! 😂😂😂
 
In our car one night, in thecdark on a motorway on the way back from visiting relatives. My mum and dad in the front driving with me and my girlfriend in the back with a big blanket up to our necks as it was freezing. She started to fiddle with me, taking my cock out and giving me a hand job. All the while my mum was holding a conversation with her and I was doing my best to pretend i was dozing. She was a lot more experienced than me and to be honest I was terrified we were going to get caught, mind you that didn't stop me coating her fist with a bucket full as they spoke. She was a one that lass.
 
On a group trip. Big luxury bus. In the last row. Had an awesome BJ and had to be quiet and seem like I wasn’t getting one. It was super fun.
 
Where do I start?, My sexy wife has given me head jobs on beaches, in cars and by a railway track as a freight train went past, to name a few.
 
In a row boat on a public lake…she took it all. On the beach at dusk, me standing her on her knees, getting face fucked. In a car with truckers beeping, as she went up and down as I drove.
 
Have told this story on another thread. One night during the worst of the pandemic, I took a bottle of Jack Daniels and a tube of lotion behind a hardware store that had been closed down due to covid. I've been jerking off watching porn on my phone for about 45 minutes when a police car pulled up quietly behind me. Cops got out and came to where I was sitting, said that the security company had called them. The security folks couldn't tell what I was doing, but the cops figured it out real quick with my pants down around my ankles and my cock covered with lotion. They were actually pretty cool about it. But the guy cop went back to the car to run my ID, while the lady cop gave me a bunch of tissues to clean up. She just acted like she dealt with perverts all the time. Before they sent me on my way, they told me I should find some place more private next time. IT WAS AN ABANDONED STORE! How was I to know that security was still watching the cameras?
 
On a number of occasions, I've worked in an environment that required us to lock ourselves (individually or as a team) into either a vault or other secure space to do our job. On many occasions I took advantage of being locked in alone and rubbed one out. While it wasn't necessarily risky - knowing one wouldn't be walked in on - knowing I was being naughty at work, added to the experience. (Thank you, taxpayer.)
 
The most fun was right after my late wife and I got together. We were driving on the freeway, around noon on a beautiful, sunny day. There was plenty of traffic. She just opened my pants and went to work. She didn't slow down or try to hide what we were doing when vehicles got close enough to see. After I came, I asked if she thought we were seen. She said we were definitely seen. Great memory!
 
There's been a lot over the last 20years. I've masturbated in most work places, whether office or toilets.

I've been sucked, and sucked in vehicles in various risky places.

I've been sucked, then ridden missionary in a parked car in a lay by on an A road.

I've eaten pussy in a forest, just off a busy walking track.

I've been wanked while driving through town.

I've fingered a woman or two while driving down the motorway.

There's lots, lots more.
 
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