What I recently got into a year or so ago was online chatting. The thing is though, I was online chatting with other guys. I'm straight, married and have always been with women. At first I was a little embarrassed, chatting with random strangers about masturbation and what got us off. The more I did it though, the less "strange" it felt, and I didn't find that it was a big deal.
Through another site, I happened to start chatting with someone from the same place as me. It was weird because we could talk about things that were happening locally and stuff like that. We had some similar tastes when it came to porn. We both liked a porn star named Kayden Kross. In case you don't know who that is, look her up. Absolutely stunning.
We would chat online while looking at pictures of her and would jerk off together eventually cumming.
We did this a few times here and there. One time, he asked if I had a webcam. I said no, even though I did, not knowing what to expect. He said that he liked to cam from time to time and show his cock while he jerked off. I didn't know what to make of it, but I was curious, so I said I would watch if he turned his on. He did that session. I never thought I would think this way, but it was a huge turn on watching him jerk off, while I was, as we looked at pictures. He had an incredible looking cock, long and thick. I must admit, I was turned on looking at a cock much bigger than mine.
So that was fun, and as we did this a bit more, I really wanted to show off mine. I am on the smaller side, so I was a little embarrassed, but he didn't care. We setup a session where we both had the house to ourselves. He's also married and we're both the same age. They are both exhibitionists, so he's done this many times. We were all setup with a pic sharing session on yahoo. My camera was all setup but I had no intent of showing my face, and neither did he, which I was perfectly happy with. I took off my pants and I was instantly hard. I sat back, we chatted and started the pic share. Kayden was again on the menu, along with some other porn stars, like Jesse Jane, Stoya, pretty much all the Digital Playground girls. We scrolled through the pics, commenting on them, stroking, and watching each other. Session didn't last long unfortunately, I was so horny, lol. I unloaded on cam for the first time ever. It was such an incredible feeling, knowing that someone was watching me. I continued to watch him, encouraged him along. He eventually came as well and man was that a load. That big cock did not disappoint. We chatted a bit some more and planned to do this again in the future.
I since cammed with him many more times after that. He asked if I would ever do it in person. I definitely did not want to, as it felt strange still, to be masturbating with someone, especially a dude. Sure, I've done it with the wife many times, and it was actually her that encouraged me to openly masturbate in front of her. When we were dating, she loved phone sex. I would call her, then she was ask me to jerk off for her. She'd talk dirty and I'd eventually cum. She said she loved hearing me moan as I came. She also loved to watch, one time asking me to get naked at her parents house while they were in the next room and jerk off for me. She's pretty demanding, lol. To this day, I can still take out my cock while she's reading a book, watching tv, or just laying in bed and she does not mind. It sometimes ends in a hand job or even sex, but usually I finish alone.
Back on topic....I can tell that I did end up getting together with him and doing it in person, as the thread I originally posted called "Jerking with another guy" stated. I'll save that story for another day. Stay tuned...