Holy shit dude, you are going to destroy some pussy with that thing! Jesus!!" He and Aaron forced some nervous laughter, but never took their eyes fro... my solid cone of firm, pink flesh.The phone rang and startled all of us. I hurriedly pulled up my jeans to hide my penis cone, and the other two boys looked at each other without having to exchange words. Their faces said it all. They were amazed."Hello? Oh yeah, hi mom. Uh, no, Manny and Aaron are here, we're just....looking at cat videos. And. After putting on all the clothes i called Jan and she came in telling me how good i looked and that i should think about putting on sexy clothes more often. I was a lil on edge feeling not so comfortable in girls clothes around really good friends of my family... but decided to go with the flow. Jan open a drawer and pulled out some makeup and said, "now im gonna get your finer girly details" and she painted me up in makeup. I was amazed how good i looked afterwards. i couldn't even believe it. At that time she was working as a dental assistant and one day she came home late from work. I found myself fantasizing about her staying late to have sex with one of the married dentists in her office, and those thoughts of course led to some incredible sex. As my career progressed into executive positions I became used to constantly being in control at work. I worked long hours, carried a lot of responsibility, and always had to be on point. I suppose that dynamic was part of what led me to. She was dressedin spike heels and wore an ultra-short green mini-dress. I laterlearned that she was the same age as me - 30- and a stripper. Daddylooked down at me and said "this is one of my girlfriends, Misty. Ithought it might be fun for Misty to see her first real live sissy.She says any man that would let another man put him into panties anddresses and treat him like a little girl is completely pathetic andgay. But you are not a man are you sissy faggot?" I nodded and said"yes sir".
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