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  • Uncle jack - master jack

    • I am sitting here at my computer naked. My roommate (female) is in her room right now. She could come out at any time and see me here. I wouldn't want her too, but Master Jack told me that I must be naked to write to you about us. Also that I was to send him a copy of what I wrote. I am going to send it to him before I send it to you, so that he can add anything that he wants.

    A bit about myself. I am 37 and a bottom. I am kind of shy in person, but on the internet I can let loose. I like to role play when I cyber. I cyber with lots of different guys, but Master Jack is my favorite. We "met" about six months ago. As I said, I cyber with many different guys, but Master Jack is the only one who always makes me cum.

    Our typical session starts when we sign on and see the other is on-line. We make sure the other is free to play. I am learning that when I sign on, I should strip naked just in case Master Jack is there. Luckily for me, my roommate stays in her room most of the time. Master Jack also likes me to have my toys ready. These consist of a butt plug, a leather cockring, and a dildo.

    Master Jack calls me his Slut. Most of the time, I refer to him as "Sir" but sometimes we play that he is my Uncle Jack who I am visiting in his cabin in the wood. I try to help out by scrubbing the cabin floor, but I never can seem to finish washing it.

    Sometimes we just talk. Master Jack has told me about his pool boy and the pool boy's brother. Both of whom, Master Jack punishes for being bad. Master Jack told me of how he made the pool boy drive to a drive-up window for burgers naked. The pool boy did not know at the time that Master Jack knew and had played with the guy at the drive-up window. Later the drive-up boy came by and Master Jack had pool boy suck him off. Master Jack said how he likes all his sluts naked and obedient. When I started this, Master Jack came on-line. His pool boy was there with him this time. Naked, of course, because that is the rule in Master Jack's house. I am a little jealous of the pool boy, being right there with Master Jack. You see Master Jack and I live on opposites sides of the country. I hope to one day visit Master Jack or have him come here and visit me.

    Whether we are talking or playing, Master Jack has me stick the butt plug in my mouth to get it wet. After a bit, he'll have me move my ass to the edge of the chair and tease my hole with the butt plug. Then he will say "NOW" and I am to plunge the butt plug in. I am then to put the dildo in my mouth to get it ready for my ass too. It is sometimes hard to type and play with myself at the same time.

    Some of the ways we play and Master Jack tells me he does to his pool boy is for Master Jack to spank my (and pool boy's) ass red. Master Jack likes pissing on us as well. Master Jack will tie the pool boy to his bed and spank his ass, inner thighs, cock and balls too. Master Jack sent me a picture of the pool boy sucking off his brother.

    Master Jack has also had me do things beyond sitting naked at my computer. This week I am not to wear any underwear at all. And last night after our session, Master Jack had me get a glass and piss into it. I was then to get in my shower and pour it over myself, imagining it was his piss. And then a week ago, Master Jack had me go to a gay bar in my area. I do not normally go to bars because I don't drink, I don't like cigarette smoke, and I am too shy to talk to guys there. Master Jack let me choose which bar to go to and I choose a leather bar. I was to go without wearing underwear. I had on my cockring though. Master Jack told me that when I was to take a piss, I was to pull my pants down at the urinal so guys could see my ass. Any guy who wanted to touch my cock was allowed to. If asked, I was to say that my master had told me to do this and that I was to do whatever was asked of me (as long as it was safe of course). I was also to keep my zipper unzipped in the bar.

    One guy at the urinals did stroke my cock and had me stroke his and pinche his nipple. He also kissed me. Unfortunately I was too shy to talk to any other guys and no one approached me. I was also unable to get into the back bar area because I had worn sneakers. To get into the back bar, you have to be wearing two pieces of leather clothing (although from what I saw you really only needed to have one piece) or you had to take your shirt off. And no sneakers. I am sure that the next time Master Jack has me go there, I will not be allowed to wear sneakers. Master Jack did talk about that if he came to Boston, he would take me to that bar on a leash and collar.

    I think that Master Jack would be happy for me if I found a master/daddy here in my area. In the meantime, I like being a cyber slut for Master Jack.

    I hope you enjoyed reading this as much as I enjoyed writing it.

    My cyber name is RolePlayingBilly

    PS: Here are Master Jack's comments to what I wrote:

    Yes my SLUT will be sent to the bar again. but this time he will be dressed properly he will be required to speak to others (or give them a note) so they will know he is there to service them (however any sex must be safe sex I would never allow anything else) The Slut is learning to obey and I am sure there will be many more fun times


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