Where is the riskiest place you've jacked off? Ever jacked off in front of a stranger? For me it'd have to be my front porch. One neighbor is a cop, other has security cameras and across the street they can see my porch wide open. I usually go out at night and get completely nude. I cum really hard knowing I could get caught at any minute.

My best friends milf mum stayed in my spare bedroom when I was 15. I snuck in and jerked over her while she slept

Stripped naked and wanked on my neighbour's doorstep, after a mate dared me.

Lots of places that would fit this caregory! I'll name just some of them where i was totally nude: Street, Forest, school hallway, Beach, Cinema, Balcony, porn shop, car, parking lot...

in the middile of the carpark of the flats i stayed when in university, i was stripped naked, it was a dare

public toilets at the urinal

on a beach

In the middle of a stream within sight of houses; in a supply room in my high school athletic department.

My sisters bedroom while she was eatting in the kitchen

In the dock of Crown court number 1 just before I was sentenced for public exposure.

In the elevator of a tall hotel. when other passengers came I I would halt, though, then ring either the top or bottom floor to continue. (this was before security cameras were everywhere)
In a supply closet on a cruise ship (with another)
On a subway platform in Brooklyn

A long time ago with another guy, underpants and trousers down, around 11pm on a building site next to Trafalgar Square.

M1 70 mph Somewhere between Watford & London

My wife Bibi and I have been members of 2 or 3 nudist clubs. The usual rules in these places are "no public sex activity. That is the "rule" but not always the practice. When there were only a couple couples in the area, many couples forget the rules, and "get it on" anyhow. Bibi and I have watched about four other couples fucking in public, letting the other folks watching them. Bibi loved to watch that. Then one day, Bibi said it was our turn to show off in public, and she gave me a great BJ and we finished with a wonderful fucking. Man, you gotta try that sometime.

I like it me it was in public toilets cubicle innocent I know

I like it me it was in public toilets cubicle innocent I know