I, like most on this website, have had a long and enjoyable history with masturbation. I discovered it when I was in the fourth or fifth grade (11 or 12). I remember I had a bedspread that was ribbed. I used to hump my bedspread and rub against it. I didn't even have any ejaculate then.
I have hundreds of fond memories and I will share one of them now. I had a girlfriend during parts of both my freshman and sophomore years in college. She and I never had sex, but would be pretty adventurous with heavy making out and getting each other off with our hands. At one point in our relationship she had guilt issues with what we were doing. So, she decided that after making out she no longer wanted to get naked or to stimulate each other. So, mindful of my arousal and need to release, she offered to watch as I relieved myself. I couldn't believe she asked. I was scared, I had never admitted, discussed or especially done it in front of someone. At the same time I was incredibly turned on.
We went into her bathroom and she pulled back the shower curtain. She stood on top of the commode (behind and to the side of me) so she could see. (I was much taller than her.) She carressed my shoulders and encouraged me. I used a little of her lotion and began. The typical feelings were magnified hundred-fold by my arousal and excitement to have a spectator. It did not take long at all. When I released, my ejaculate shot across the tub and onto the tile wall. It was as much stuff as I ever remembered. My pleasure was soon replaced with a small tinge of embarrassment, but it was immensely exciting.
We repeated this several times and she always enjoyed watching. I had several other times with people watching, but there is nothing like that first time...
More stories to come.