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Submitted Stories
Title: Caught By Neighbor
My induction into cross-dressing started when a neighbor named florence caught me by accident. She was single and was a lady whose beauty was stunning. She also dressed in the most beautiful clothes in the world. Her collection of clothes and high heels was like a magnet to me. In the neighborhood that I lived, no one locked their doors, so it was a simple task to slip into her house and ease into her bedroom. I always tried to have some idea as to where she was going so I would know how much time I would have to dress in her clothes before she returned. I remember the first time I went into her room and started looking for her dresses, then her panty drawer, panty hose, bathing suits etc. I was in cross-dressers heaven. Seems like everything she owned felt like silk. Then her collection of high heels was endless. I loved wearing her things. Well things went fine for a while, when it was convenient I slipped in for a dress-up session and the first eight or nine times everything went fine. I always made sure to put everything back exactly as I knew she was very meticulous about her clothes. However, if you play the game long enough sooner or later something is bound to happen. It did. On one of my sessions while undressing out of my jeans my wallet with my ID dropped out of my pants unbeknown to me. I left her house not aware of the missing wallet until it was too late. She came home found the wallet and basically figured out what was going on. After a day of not remembering what had become of the wallet, I started a search for it, while in the process of coming out to look for it, I heard the voice of florence say, Is this what you looking for she held out my wallet. My face turned three shades of red. She then invited me over and said to come inside. florence looked at me and said I will only ask you once, have you been wearing my clothes. Yes I said sheepishly ok she said lets have some real fun. I looked up at her in amazement. How would you like to dress up now for me. florence didn't have to ask me twice. What should I put on? How about one of my one- piece bathing suits and maybe pantyhose with some of my heels. I wasted no time in granting her request. She also dressed up and we just sat around chatting the rest of the day all dressed up. We continued to get together a few times a week for dress up sessions
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