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

Dunno if I am allowed to write this. When I was in HS I was a ball of hormones. I remember once in a class the teacher asked us all to round over his monitor so he could show us something. I was pressed against this blonde... typical smarty pants type with glasses and a smattering of acne as all teenagers have. I felt her ass press against me and my neurons exploded. As we all leaned over the teacher's desk, a whole classroom full, I palmed her ass and felt her stiffen then relax and push back against my hand. We were like that for a few seconds (which felt like a glorious lifetime back then) before she shimmied to the side. I thought she was leaving, but she took my hand and led me to the outside edge of the throng of students, then switched with me so she was behind me, off to my right and towards the back of the throng... so no one noticed when she took my hand and led it to her opened jeans and down her panties... She held on to me by one shoulder, leaning over my other one so I'm sure it just looked like she was trying to see the teacher's screen. When I couldn't curl my fingers enough, she went onto her tip-toes to give me better access to her steamy core. Hair was still in fashion back then and I remember how good her soft silky curls felt brushing against my palm. I felt her squeeze my shoulder as well as my fingers when she silently came, right there in the middle of class while everyone was trying to see what the teacher was doing. Her little strained gasp in my ear when she did was something that played in my mind for years after.

Even crazier was that I later learned that she had seen me flirting and sneaking off with another girl in class. She later helped me get to number three in that same class. I never dated any of them, but had my way with all three... or maybe they had their way with me? *shrugs*
 
Last edited:
Not terribly unusual or risky, and this was a long time ago, but here goes. I was it a drive-in, and the girl I was with gave me a blow job. The car was rocking a bit as she bobbed up and down on my cock, so someone could have noticed that. Or if they happened to look at my face as I was thrusting up and groaning, shooting my cum into her mouth. Man, that was a good one, and I still think about it years later.
 
I had a friend pick me up from the police station when I was brought in by a cop I knew who didn't arrest me but because I was very drunk he wouldn't let me go back to get my car and I called a friend of mine. In the police parking lot I thanked him and he told me if I really wanted to thank him that's when he unzipped his pants pulled his cock out and point down at it, so that's what I did I went down on him and sucked his cock right there in the corner of the lot with cops driving in and out!
 
Most risky place that I have Masturbated.....

If anyone knows Assateague Island from the Va side, well, I parked at the north beach, lot 1 and walked about a mile north away from everyone. Now there are signs everywhere that says no nudity as you approach the beach but nothing once you get there and walk for a mile north. I am all alone, I hope, there are signs that people come this far north regularly, and I peel off my swim trunks and shirt, sitting on the golden sand and stroke myself until completion. After cumming on myself, I jump into the water to wash off.

I have also walked a nature trail along the Indian River Inlet in Delaware out to the water's edge and sat on a rock overlooking the Inlet bridge and masturbated openly where anyone could have walked up on me.

Most risky BJ...

I was driving along the NJ Parkway coming up to the tool booth around the Brick or Point Pleasant exit (back when there was toll booth attendants) and a girl I was dating gave me road head and her challenge was to make me cum before I got to the toll booths. Either the attendant was going to see me getting head or I was going to cum and zip up before getting to the booth. I was able to cum before the booth
Wow! I had a peak experience while running north on Assateague beach. All alone, gorgeous day, I got naked, swam, and jacked off to all that beauty.
 
Forest, behind a generator powering flats, on a tree in front of a few houses, restroom in a popular restaurant. What it was like to be young eh
 
I have a few stories but one comes to mind immediately.

Many years ago, I spent a bit of time in Mombasa, staying in a resort right on the Indian Ocean. The kind of place lots of Europeans would go to vacation. My room had a balcony overlooking the pool bar.

During the day there would be dozens of women sunbathing and swimming and at night they’d be dancing and drinking in the pool. I was there for a month and must have cum over a dozen times on that balcony watching the revelry below.
 
Pretty sure I’ve told this story and maybe on this thread.

Riskiest place I’ve masturbated?

On a tank trail during tank qualifying gunnery while on guard duty.

I had just been thru 15 weeks of training when I reported to my unit. They were in the midst of tank gunnery qualifying. After daytime qualifying there was downtime to prep, maintan and work on your tanks befor big time qualifying. And the range guys would get the range together for night qualifying.

But they needed a guy to guard the tank trail as you worked your way thru the qualifying course and come back to the main bivouac area.

Obviously it was downtime. So I was just out there by myself. I hadn’t cum in several months so I was out there alone and in the middle of the woods at ft Hood. So I cranked one out.

I can’t imagine the embarrassment I would have faced if I’d been caught. I was the FNG (fuckin new guy) and woulda been completely ostracized.

Luckily, no one found out. 😂
 
I think my riskiest stuff was actually intercourse. Used to have a partner that liked that a lot. Mile high, public bus, parks etc.
I think for BJ it would be a taxi ride.
 
There’s a few. First that came to mind was an ex of mine gave me a handjob under a blanket at her parents’ house while multiple of her family members were in the room. She had a few brothers so I think if we got caught, I wouldn’t be physically able to type this.
 
I have shared in another thread, but the short version is jerking off into the coffee mug of my receptionist in the office after everyone had left for the day. I never did get into her panties, despite trying several times!
 
Pretty sure I’ve told this story and maybe on this thread.

Riskiest place I’ve masturbated?

On a tank trail during tank qualifying gunnery while on guard duty.

I had just been thru 15 weeks of training when I reported to my unit. They were in the midst of tank gunnery qualifying. After daytime qualifying there was downtime to prep, maintan and work on your tanks befor big time qualifying. And the range guys would get the range together for night qualifying.

But they needed a guy to guard the tank trail as you worked your way thru the qualifying course and come back to the main bivouac area.

Obviously it was downtime. So I was just out there by myself. I hadn’t cum in several months so I was out there alone and in the middle of the woods at ft Hood. So I cranked one out.

I can’t imagine the embarrassment I would have faced if I’d been caught. I was the FNG (fuckin new guy) and woulda been completely ostracized.

Luckily, no one found out. 😂
OMG! After several months of celibacy you must have cum like a fireman’s hose!
 
Back
Top