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I also have a huge latex fetish and, at the time this story took place, was not new to having rubber sex and being fucked by other Rubbermen, However, I had never had sex while crossdressed. This is about the first time that I was fucked as a Sissy in full drag.I was reading the dating page in one of those local add papers. There were sections for men looking for women, women looking for men and 'others'. I saw a listing by a CD who lived about two hours away looking for a man or another CD and answered it. We arranged to meet at his place after work on a Friday night. As it would be a late meeting, I would be spending the night. He knew that I loved to cross dress and had played with guys before, but never en femme. He said that he would be dressed when I arrived and to call when I pulled in so that he would know that it was me before he answered the door. When he let me in he was wearing a pair of sheer white transparent nylon panties and a matching bra, sheer powder blue. I was still dumbfounded that this smart, sexy woman had chosen me, and I took advantage of every opportunity to make love to her.Just as my new girlfriend had predicted, Kylie made the cheer squad. Melinda was free most afternoons so she often picked up my daughter after practice. It was a big help to me since I usually had to stay late at school. While I graded papers in my classroom, they’d go to Starbucks for those expensive drinks with the whipped cream on top.Sometimes when I got home, I’d find the two of them chatting away like the best of friends. I couldn’t imagine why a wealthy, sophisticated woman like Melinda would want to spend her time with a silly teenaged girl, but I was grateful just the same. It was obvious that Kylie adored her.They went shopping a lot too, which was fine with me because I hated going to the mall. Kylie would come home with two or three big shopping bags, all thanks to Melinda. It didn’t seem right accepting so many gifts from a woman I’d only know.
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