When I was in high school, driving home late one night from my girlfriend's house, the interstate highway traffic came to a complete stop for about 20 minutes. Not sure if it was construction or an accident, but nobody was going anywhere. Being a horny teen who had just had sex, I was still looking to cum again before the night ended. It was totally dark, as we were in a stretch with no streetlights. After about 10 minutes, I unzipped my pants, pulled out my cock, and cranked it until I came on myself. Found some napkins or something to clean up a bit, then put myself back together before traffic started moving again a few minutes later. It wasn't until after I finished that I noticed there was a semi next to me. Doubt he could have seen me from the angle he was on, but I'll never be sure whether I gave a trucker a little show as I got off.
I was lucky enough to get a handjob on a beach on the isle of man. Photos of that same beach are used in some of their tourist ads, brings back a good memory anytime I see it!!
As a teen I knocked one out visiting grandma's house more than once. Sometimes you just have to have the release. Definitely wanked off in my ex-gfs mum's bedroom a few times. Always whilst routing around in her knicker/pantie drawer. I like cumming outdoors too, just feel freeing knowing that there's no clean up required. Have done it on walks and the like. Never knocked one out at work though, I couldn't risk getting caught.
When I was delivering news papers in high school, during the summer I had a lot more time to ease through the long route on my bike. There was this out of the way deadend ally that I used to save some time. Once in a while I'd stop and sneak into this one particular garage and jack off. In those days it was a cum of need more than anything, so it never took me long. I was particularly nervous during the summer due to it being lighter outside, but it was between 5:30 - 6:00 so no one was around. Thinking back on it, I left a hel of a lot of cum on that dusty floor.
When I was 16-17 years old, I had a large army tent I would set up in the back yard for the summer, many times neighborhood friends would spend the night as we roamed around the neighborhood. The nights I was by myself I would walk around our yard and the neighbors' yards naked stroking myself hard. I jerked off in everyone's yard, some nights shooting three or four loads out.