It all started when I had lunch by the lake, near where I work. I was in my truck parked in a parking area with a nice view of the lake enjoying a Sandwich, when a car pulled up next to me. I didn't really think much about it, until after a few minutes I glanced over and noticed the guy next to me was looking at me, I just looked straight ahead and continued with my lunch, a few minutes later I look back and he had taken out his cock and was playing with it.
I was shocked but also mesmerized. I surprised myself by not driving away, I was married and very interested in women, but there I sat watching a stranger stroke himself. It was hypnotic. I continued to watch him stroke until he came all over his hand, then he put his cock into his pants and drove away. I am not sure why he picked me, or if he just liked having an audience, but this experience sent me down a road I never thought I would go down.
For some reason I like watching the guy by the lake jack off, so I began to take more of my lunches returning to same location hoping to see that happen again. I never saw the same guy again, but I was lucky enough to see a few others stroke themselves while I watched. I never took my cock out, I was always afraid of getting arrested, but I wanted to and I wanted them to see me stroking my cock as well.
I began looking at craigslist for others like me, and emailed back and forth but I was always to scared to meet. Then I got the idea of getting a webcam, my wife was a nurse, so she worked at 12 hour shifts at least three times a week. At first I just logged into yahoo chat and went to the chat rooms and watched other guys jack off it was arousing just to watch, however that was not enough, so I turned on my webcam, then I pulled my cock from my pants and began to stroke, I had a few people watch and it was a rush. I even had a couple of guys IM me and ask questions about me. I was beginning to look forward to my webcam time!
A few weeks later my wife had gone to work and I sat in front of the computer with my jeans unzipped allowing strangers to watch me stroke my cock.
When I started getting IM's from a guy who was more telling me what to do than asking. First he asked if I like being watched, which I did. He told me to strip naked, which I did, then he told me to turn around and show him my ass, then bend over and spread my cheeks I don't know why I was following his orders but I was. Other guys who were watching me began sending me lots of messages of encouragement and wanting to chat, I tried to respond but there was so many, Jimmy (the guy who had been giving the orders) saw I was responding to others and he told me to stop and that I should only be chatting with him.
I did as he asked, then he asked how many guys were watching me, it was 12 at the time, he told me to kick them all off except him. I did as he asked then he had me lean back in my chair, show him my balls and ass, I felt like I was being examined. He asked me a lot of questions if I was married, how many guys I had been with, he liked hearing that I had never been with a guy.
He then had me stroke my cock until I had came for him. He asked when the next time I would be online, I told him Friday, he told me in the next few days I was to go buy a 4 inch butt plug, some lubricant and a 7 inch dildo that looked like a real cock and have it all ready when I got online on Friday, Jimmy said not to turn on my cam until he said it was ok, and to not allow anyone to watch but him. I agreed and said goodbye..... I had my orders for my next webcam session.
The next day I went to an adult store and went in, I had been there before I was married and would buy magazines but I never went to the toy section, there were lots of dildos and vibrators some life like which was a turn on, I chose a nice dildo then I got to the butt plug section, I knew what they were for and I knew what Jimmy had in mind, I am just thankful he told me to buy a small one, as I looked at the larger ones, I didn't think it would be possible to take something like that. I picked up the butt plug and paid for it and the dildo, I was embarrassed thinking that the cashier knows what I will be doing with these items later!
Friday got there very fast and I had my new butt plug and dildo out and lubricated, I logged into IM but did not turn on my cam. In about 5 minutes Jimmy sent me a message. He told me to turn my cam on, which I did. He told me no one else was allowed to watch. He told me to strip naked, he again had me turn around and show my ass and bend over and spread my cheeks for him. He asked if I had the toys and had me show them to him. He told me to start sucking on the dildo, as he watched, I put it my mouth and tried to suck it, he told me, that it looked like I needed to practice, so he told me from now on, once a day for 15 minutes straight I was to suck on that dildo to improve my blowjob skills.
He then had me move the webcam to my bed and told me to lay back and put my legs up in the air like a good little slut I did as he requested, a since of humiliation came over me, here I was naked with my legs in the air showing everything to a stranger that I had never even seen and was allowing him to order me around.
He told me to that we would not be using the butt plug today, because I needed to take care of some tasks before I start my anal training. I asked what training, Jimmy said, training so you can take me in your ass when I want! He told me the next time we chat, I was to be completely shaved around cock balls and ass that was the end of our conversation that day.
After our conversation, I got my electric razor and went into the bathroom and laid down a towel, I shaved and hair off my cock and balls and from around my ass, then I got into the shower with a razor and shaved everything smooth, the entire time my cock was hard thinking of my submissions to this stranger. I masturbated when I was done I was so turned on.