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This progressed as I got a couple years older and started to date Kym, a girl who went to another school. She was one of those girls who, while she was only 16, looked to be about 22. She was always attracting the attention of older guys and she seemed to enjoy it. I learned early on that it was not worth getting upset about so I guess I embraced having the girl every other guy wanted to fuck. Eventually she broke up with me, claiming it was coming from her parents, but I think she ended up with an older guy. I look back fondly on our time together, as we lost our virginity to each other. Soon I began to date Cindy, a girl who grew up in my neighborhood and I watched as she blossomed into a real woman. She was blessed with beautiful auburn hair, blue eyes and a very well developed set of large C/small D boobs. Not to mention a very sexy tight little butt. It was the summer before our senior year and we were both horny teenagers. One day we were sitting outside of my house on the. She shot me a dirty look and said"Well, the both of you enjoy tonight"and then she looked back at Karen with what looked like a sly smile andthen at me and just smiled. That was the most civil I ever recalled herbeing.I apologized to Karen for chasing Mary off. Karen closed the door and saidshe was just leaving anyway. Right away she ushered me into her bedroom.She told me that we had to hurry because my `appointment' was for 2:30. Isaid"Appointment???".She explained it was to get my nails done. I told her that I wasn't goingto do it. She said"Look -- trust me. I know what I am doing. You want to win the thousanddollars don't you?"in a very reassuring tone. I looked at her for a moment -- and I said"Okay".I asked"What is this costume anyway?".She told me just a bit longer and I would know. She looked at me and saidin an excited tone"You are going to love it!"Now I was aroused. I enjoyed dressing as a woman. She came up to merubbed my crotch and said"And there will likely.
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