A simple question, what was your best ever wank? For clarification, it could be masturbating alone or mutual masturbation, with hands or with the aid of toys. For me, I was 22 and had met an older woman for a weekend. She was heavily into BDSM while I had very little experience in that area. Basically, she had bound my hands above my head in a standing position with clothes pegs on my nipples. She had then crushed a load of ice cubes and started to insert them into me anally, whilst this was happening she had strapped a TENS machine to the inside of my leg and attached clips to my balls and foreskin. After about 5 minutes I had the most violent orgasm (It hit my chin) had my hands not been bound above my head, it would have literally brought me to my knees. Yours?
Not really sure. I certainly had some great ones. Might have been at a swingers thing a few years ago in a room full of people doing all kinds of things. I was watching and tugging while sitting against the wall and this girl next to me was rubbing herself and losing control. She ended up having a long, long climax and at one point leaned over and put her head and shoulders on my chest while she climaxed. Her hair hitting my erection caused me to lose control and I had a long, long climax as well. I even accidentally got some in her hair. I never told her though. I didn't really want to finish right then but feeling her quiver and hearing her moan and watching how hard she worked her clit to orgasm was just too much. Plus, there was plenty of other stuff to watch in the room.
I was about 18-19 and was over my best friend's house. I went upstairs to use the bathroom and there was his mom in her bedroom getting dressed. She's standing there looking at the mirror on her dresser and buckling her bra. Her panties were already on. She hears me and turns and quickly closes the door. I apologized but she said not to worry, it was her fault for leaving the door open. I always had a big time thing for her as it was so now all I can think about the rest of the day is here in her bra and panties. That night I edged for a while thinking about her. Then I took out a picture I had of her that I had made into an 8x10. It was from our swimclub and she was in a bathing suit. I layed it on the bed and stroked aiming at her breasts. Well I came a lake that night and I think I hit every inch of her!
The wife and I (approx. 1988) were vacationing at the beach. She heads out to bring back food to make lunches for the next three days when I ventured out on our third floor balcony. I look down, right there is the pool and several women sun bathing right below me. Well, I am getting some good looks at some really nice tits and felt myself getting an erection. I stand back, drop my shorts and while staring below begin to stroke myself as the sun feels good warming my hardening cock. I stood back and began stroking vigorously and there I blow, right through the railings goes six ropes of cum as I hear voices below asking if it was raining.