What are your most memorable masturbation sessions?
One of mine was years ago back in college during finals week and I had a huge paper due the next day. I needed quiet so I went to the library and found a desk. I realized my back was to the wall and the desk had privacy barriers so I could do whatever I wanted and nobody would see. So to keep me going I played a game with myself: if I could finish one paragraph I'd allow myself to jack off but not cum. I'd write another paragraph and do it again, over and over. It made me work harder and faster to write so I could stroke my cock again. I had a Playboy that I picked up at the convenience store, so I was jerking off to Christine Smith's juicy tits but I couldn't cum - torture!
I was able at masturbate quietly and was even able to keep stroking my penis under the desk when people walked by. I was there for hours, but the library closed before I could finish my work so I went back to my dorm. I finally finished my paper and excitedly started whacking off like a madman. I had been edging for so many hours that it didn't take long to finish: this last pic of Christine was the one that sent me over the edge. I had one of best orgasms ever and spurted a massive load of cum.
The first time I saw Britney Spears' video for "Toxic". It was really before I started masturbating daily to internet porn. I liked the song and found the video online. Watched it three times before almost literally running to the couch to stroke my cock. I think it took about five pulls before I was shooting cum all over myself!
After that I started staying at my computer while I masturbated.
Not one time in particular, but during highschool I worked for a local department store that used to carry magazines. About once a week a cashier would go through the magazines and pull out the old ones, and put them in a bin in the warehouse where I worked. I would go through them, find the bikini mags (they didn't stock porn mags) and take one up to the staff bathrooms and jerk off in a stall. I used to cum so hard knowing my coworkers were in the room with me while I unloaded.
One time, I was camming with a lady friend of mine. She wanted to watch me jerk off, so I said "let's play a game"." We'll picture share and you tell me which pictures to stroke to". After an hour or so, and stroking to every picture she suggested to me, I told her I had to cum. She said "give it to me! I want to watch you cum"! I started to cum, and it shot out of my cock like a missile. She freaked! She was like, "holy shit!! I saw flying cum!! That was so hot"! We would talk about that experience countless times afterwards. That was one of the hottest times I ever masturbated.
