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I had him lie back down on the bed, look at the pictures and start jerking off again. He was embarrassed but I told him I liked what he was doing, enjoyed his being dressed as a woman and that he was passable. I told him he really should be a she and that everyone would get excited seeing her outside and not know she was a he. He said he shaves everything and wanted to go out dressed and I said we would go out together. I told him I had fantasies about what he was doing and had worn some women’s clothes before and jacked off. I asked him if he thought my girlfriend was attractive and if he would like to wear some of her clothing and jerk off. He said yes and confessed he had worn other women’s clothing; actually he has a collection at his house. We talked about one of the neighbors that he had clothes from and she is attractive. We talked about having her and got really hot. I was rubbing my cock through my shorts and decided to strip from the waist down. He watched and saw my hard. "Well yes, she turned out rather well," said Anna modestly."Anna, you are a true artist," said Sonia in wonder."Nonsense, I had great material to work with," replied Anna.Shay was momentarily speechless.After Clare had paid they ushered the still stunned Shay out of thesalon."We have to keep moving," said Clare, "your doctor's appointment is in45 minutes and we have a few things we need to discuss before you meetDr. Finch."She explained about the concerns that she and Sonia had discussedearlier. Shay listened carefully until Clare had finished beforereplying."I can understand your concern," he said. "I am sure that I am veryunusual in this because all the boys I know would freak out at havingto present as a girl. Maybe it is my mother's influence and the booksshe encouraged me to read but I don't find this as strange andtraumatic as you think, after all I was nearly a girl." What on earth do you mean?" asked Clare.Shay smiled and said, "Well it's only one little chromosome isn't it,.
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