What a great site!
I'm so happy I found this cool site. I have so many true stories from a lifetime of masturbation, by myself and with others. I will start with one true life experience I had about ten years ago that I still think about sometimes when I'm getting my hand and wrist exercise.
My Dad was in the hospital in another city. He had serious surgery. I spent a lot of time while he was in the operation killing time in a little restaurant next door to the hospital. A really nice woman about 50 was working there and we became friendly on my repeated trips in there over the several days I was there. I had nothing to do at night so after two days of talking to her I asked her if she wanted to go out to eat, or to have a drink. She said she would like that.
We ate and had great conversation and I took her home. She asked me if I wanted to come in so I did. She was single and not bad looking. On the couch we got pretty warm making out. I had never been with a woman 50 years old before. We were both dying for some sex, but I had no condoms, and we didn't really know each other. I was hard as a rock. While we were deep into making out and groping each other I told her I was hard as Hell. She just said 'Ummmmm' and placed her hand on my lap and started massaging me there. That gave me the green light to start feeling her up too. As we kissed I used a free hand and reached down and unzipped my pants. She went right inside my pants and started feeling my bare hard dick.... as I was slipping my hand down inside her panties. She said it was too bad I had no condoms. I told her that was OK, there was another thing we could do and enjoy ourselves every bit as much.
She asked me what that was and I told her it would be a huge thrill to get toltally naked and jack myself off as I looked at her pussy. I was afraid she might think I was a bit kinky or out there, but she smiled and said that sounded like fun.
We undressed each other until we were naked. Oh, wow, she looked darn good for 50. I loved sucking her large nipples and fingering her wet pussy. She asked me how I wanted her and I told her to lay down on the bed ... we had gone into the bedroom by then ... and spread her legs wide open for me. Ooooh. She had a super hairy pussy and she really got off showing me. I think it really excited her to do that for me.
She pulled her legs up and back and apart so her pussy opened right up. I kneeled between her legs and jacked myself off slowly so I could enjoy looking at her for a really long time. She told me I looked hot stroking myself. I told her she could masturbate too if she wanted so she started using her fingers on herself as she watched me.
The moment came and I squirted cum all over her belly, some shooting up on her tits. She fingered her pussy and rubbed herself until she also came.
Whenever I think of her laying there naked and spread eagle my dick gets hard immediately. I love jacking off and thinking about that incident.