[M]y first time with mutual masturbation

When I was younger I did it with a close friend growing up. I was at a buddy’s house we were probaby 18 and I was sleeping over at his house and we were just hanging out after his parents went to sleep and he just turns on some porn on his computer. We both watched it silently and I noticed he was rubbing his dick through his basketball shorts and I started doing the same. He jokingly said that we should jack off and I said I was down. He was nervous to pull his dick out so I pulled my shorts down and revealed my throbbing boner. I was so horny I was shaking. He said mine was bigger and I told him it didn’t matter so he took his dick out top – it was rock hard. We started to jerk off together and touched each other’s dicks. I came so hard it was unbelievable

Fantasies of [m]ine

1. I like the idea of watching porn with another guy and we both get so horny that we get naked and jerk off together or jerk each other off

2. A massage that’s supposed to be just a massage and I end up getting hard and then I get jerked off and maybe they get hard and naked and we end up jerking each other off

3. In a sauna with a towel barely covering my semi-hard dick and someone keeps looking at it and we make eye contact and then they move next to me on the bench and put their hand on my inner thigh to test the waters and I get rock hard and then take my towel off and they get naked and we end up jerking each other off until we cum all over the place

Working for a delivery company and getting jacked off by a custo[M]er

I was younger and worked for a company making deliveries. I was 19 and I was still a Virgin at the time but always ridiculously horny. This woman who was on my route who frequently used the service would always be in a bikini top when I would come by. She was easily in her late 40s – early 50s and she was pretty attractive. Nice body, huge tits and had a very bubbly personality. I would get nervous going to her house because just the thought of her would make me so horny I’d almost be snaking and feel a little sick to my stomach. I eventually started asking her if I could use her bathroom every time I went to her place just to strengthen the relationship. We got to a point where we were very friendly and I couldn’t help but ask if I could see her breasts and she responded like it was no big deal at all, “of course” she said, “they’re just boobs” and she took her top off and revealed her extremely nice tits – like unbelievable tits for a woman her age. After a few more times going to her house I said I could get her a discount or maybe get her stuff for free if she’d be okay with giving me a handjob. It was the hardest thing I’ve ever done, I could’ve lost my job but I was so horny that I couldn’t help myself – the reward outweighed the risk for me at that point. She said she was totally okay with that, like it was no big deal and she said next time. I asked if we could do it right then and there and she agreed. She had me follow her to her room and had me sit on the bed. She got some lube out of her nightstand and told me to take my pants off. I was already rock hard. She started to jerk me off and I came embarrassingly fast. It was incredible. She cleaned me up and I left to make other stops. It only happened once and every time I saw her after that it was like nothing had happened. She was cool and I still think about that.

Being an attractive [M]an in Vegas has its perks

I live in Vegas and one time I was meeting my buddy at a hotel because he had surgery and wanted to recover away from the craziness of a house full of kids. I was bringing him some essentials but he was passed out and I couldn’t get to his room without him so I was hanging out on the casino floor for about two hours. I saw a group of Asian women and I kept making eyes with them and then they slipped out of my site. I was sitting at a slot machine and before I knew it I saw them again and I kept looking at them and one of the women kept looking at me and whispered something to her friend. They approached me and we got to talking and the one who whispered to her friend asked me how big I was. I told her I was eight inches and she didn’t believe me so I told her to sit next to me and I’d prove it. She sat down next to me and started massaging my dick through my pants and I got rock hard really quickly. I pulled out my throbbing boner and she gasped and had her friends look at it. She asked me if I had a room there and I said no and then she said let’s go to her car in the parking garage. The three women and I went into her car and two of them sat up front and the woman who I was talking to earlier sat in the back with me. Without even being asked I pulled my pants down and she started sucking my dick like a pornstar, she must have really wanted to suck a dick. The girls up front asked if they could record it on their phone and I said no. I came relatively quickly and she swallowed it. To this day I’m 80% sure the woman who sucked my dick was a tranny but I’m okay with it; it was some of the best head I ever had and it was extra hot to me just how the whole situation came to be. Well that’s my confession, I hope you liked reading it as much as I liked sharing it with you.