I have been an avid reader of this site for years, and an even more avid masturbator for a lot longer. Don't be scared to masturbate with another person, it's a lot of fun!
I should have submitted a story here long ago.
This happened in 1990. I was 26 at the time. My girlfriend at the time (and later wife) and I, took the train from Chicago to Los Angeles. This trip took two and a half days. Because we booked a sleeper at the last minute, we were given the handicapped sleeper which is bigger and boasts its own toilet.
Well, we had some food and drink, and we fucked like bunnies all across country. The first night, after midnight, I got up to pee. We had fucked earlier and had slept some, when I crossed the sleeper to the toilet. I relieved myself, and then turned to look out the window. I was of course nude. I looked out the window for a time and decided to stroke my cock. We were passing the backs of houses and their porch lights were the only lights outside. I thought we must be passing people having sex, men and women, boys and girls masturbating in those houses. I could see myself in the window, reflected in the light from the cabin. I love to watch people masturbate, even myself, so I stood there in the window, slowly stroking my big thick cock (I was about 180lbs, well built with a thick eight inch cock). I thought if I could get in any trouble for this exposure, and I thought why not. Even if someone saw me in the window masturbating and called the police, what were they going to do? Pull the train over? Search each car for the masturbator? No Way.
I knew I could safely expose myself, so I trained the little spotlights (as in an aeroplane) towards my now hard dick. I was stroking slow, just enjoying the thought that here I was, stroking my cock for all to see, if anyone was looking.
Without any warning, the train crossed a grade crossing (where cars cross the tracks) The moment was only a few seconds long, but waiting at the gate was an older couple, maybe in their late 40's or 50's, sitting in a pickup truck. Lord knows what they were doing out at two or three AM, but I will never forget the look on their wide-eyed, slack-jawed faces as they watched me stroke my cock through the crossing.
I blew a load on the window soon after.
I'll post some of my shared experiences soon.