Encounter with a guy late at night, from one window to another...
Once when I was 35 I was staying in a cheap but not too unpleasant hotel, when I had a remarkable experience with another guy--in the hotel I could see out my window.
One night around 2AM I found I couldn't sleep so went to the toilet and happened to look out the window, across the way, maybe about maybe twenty or thirty feet. I was on the fourth floor, and there was a similar window looking out from a toilet: I saw a fellow also washing up. No other windows were lit up; it was the dead of night. I kept looking at his nice bare shoulders, admiring his young body, when he turned and looked at me--he smiled, and I smiled back at him. That stirred me, making me begin to get hard, and he clearly was finding the same thing happening to him. I found myself rubbing my crotch, and he clearly saw that; we both smiled as we rubbed ourselves, though we couldn't see each other down there.
He then took the initiative and stood up on what might have been a stool--and showed me his very hard cock! I started masturbating like crazy, which he could see, and managed to get up a bit to show him my erect penis. We then took it to completion and smiled after it was over.
The next night I couldn't sleep, wanting to see him again. At 12 midnight I stole into the toilet, looked out, but the window opposite was dark. After returning several times I saw him again around two, naked and clearly aroused--we showed each other our erect cocks and masturbated together. I thought about it all the next day. So I decided to look for him. I followed a passageway in my hotel from the back of the ground floor to the space between the two buildings. I walked in the narrow space, looking around, wearing fairly tight shorts and no shoes.
Then, all of a sudden, I looked into an open window just two feet away, and there was a guy sitting on the end of a bed, also with short shorts on, his legs spread out--it was him. I put my hand down on my crotch and rubbed it, and immediately I could see him pull his cock out of his shorts and rub it fast. Such a nice, long, thick cock. He then gestured to me to come in by a door just down the way; he met me in the hall, took me to his room, shut the door, and got us undressed. He held out to me his long, slim cock, hard as can be, which he wanted me to play with, and then he sucked me. When it was over we embraced but never saw one another again.