One that will always been in my mind, was the first time I wanked at School. It was my first time I did it outside my bedroom.
The boys toilet cubicles were full, and I really needed to go. At the tender age of 14, I decided, for some reason, to go and quickly use the female teachers bathroom, since I saw that no one was coming in and out.
Long story short - While I was in the cubicle, 3 teachers came into the bathroom to use the cubicles.
There were 4 cubicles, and I was in one of the middle ones, so I had teachers right and left of me. The thought of having 3 of my teachers in the same room as me as I jerked off was just so hot. The excitement, the danger. I had to keep quiet, but I couldn't contain myself. I couldn't stop jacking it, and I remember the hottest one saying "what's that noise?".
Then they all went silent to listen to what the noise was. And during that silence, I had one of my best ever orgasms. The fact that they were not only in the room with me, but also listening to me cum.
I know it sounds sad, but these are the memories that I will look back on when I'm an old man and laugh with a tear in my eye. Remembering how much of a little shit I was as a kid XD
What about yours?