In high school, I had a darkroom set up in our garage. One day my best friend showed up with some negatives he said were of pussy; he had bought them somehow, and wanted me to develop them.
I was horny at just the thought, I'd never seen a picture of a real pussy before...maybe naked girls with hairy patches, that was all! There were about a dozen black and white shots of a cock and pussy and some nipples. Not very good quality, but, wow! Just the idea that there was a cock inside a pussy for us to see was totally over the top!! Some fingers, too, playing with the pussy.
We were there in the dark developing these, and my friend got so horny he couldn't stand it, I guess, and he pulled out his cock and masturbated right there. He came pretty fast with lots of grunting. Almost every time I was in the darkroom I would masturbate, my favorite place and I had magazines stashed in the drawer. Fast jacking and grunts were not really my style, but they turned me on and so I pulled out my cock and began stroking/edging like always. He watched me and kind of fascinated, but also kept saying 'come on, wank it!'. Finally with him kind of yelling at me I came.
We each kept a copy of the pictures, and it turned me on to know that he was masturbating to the same porn, even though we never did that again.
Seeing me wank must have stuck in his mind, because, about six months later, when he had a girlfriend, something kind of rude and humiliating, and really hot, happened. His girlfriend had a pool, and we were up there hanging out. He started kissing and fondling her right in front of me, and I got a hard on.
He saw me stiff, and then got kind of aggressive and rude about it..showing it to his girlfriend. Then he pulled down her bikini and exposed her breasts and fondled and sucked on them while I watched. She was kind of uncomfortable, but giggled and laughed all the time. Then he told her that I masturbate all the time because I don't have a girlfriend...and never have even seen pussy. All the time he was french kissing her and playing with her pussy.
He said something like...this makes him so horny, I bet he's dying to jack off and went on like that for a while. I was so embarrassed in front of her, and at the same time she had bright red big nipples and I was completely transfixed. He kept talking about how I'd jack off forever since I'd seen her tits now. Then suddenly told me to pull down my trunks to show my erection, and then as I was doing that he told me to jack off.
She was giggling and laughing and he was kind of rude and insulting now, about me being a wanker, but I couldn't stop or say anything, just jack off there in front of them while they watched and she laughed and he sucked on her tits, and then he pulled her bottom aside and started putting his finger in her pussy, and that's when I couldn't take it any more and came!
I hardly remember anything except being embarrassed, and that they went inside to her bedroom to fuck. I sat outside and I could hear her getting plowed and almost screaming, and after a little while, wanked again. I felt really embarrassed and humiliated, still, and even more listening to them fuck, and I just went home. I got home and went to the bathroom and jacked off again. I still get hard thinking of her big black eyes looking at my cock and laughing at me....oh my!!!
We never did that again, but my friend would always call me names in front of her to humiliate me, and I always fervently jacked off to the memory.
About that time, I became the school photographer, and took pictures of all the homecoming queens and cheerleaders and all. I would jack off in the school darkroom when I was printing their pictures; some of them I would jack off to every day. Of course, they all had boyfriends and weren't interested in me except that they would flirt so that I would take a good picture of them, and of course that made my fantasies go wild.
I was sure that they must know that I was jacking off to them all the time, and they probably would laugh at me too. So I never dared ask for a date.