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For myown part it started, as it did for many of us, when I was not quite ateenager. The how part of crossdressing is usually easy to explain; thewhy part is much more complicated and varied. In any case for me it hadto do with whom I identified with, namely my mother rather than myfather. That combined with an abundance of curiosity as to what being awoman was like provided the impetus for experimentation. For me thatexperimentation occurred whenever my parents and brother were notaround.Yes, I raided my mothers lingerie drawer. I had to know what all thatsilky and wonderful clothing felt like. I had to know what it was liketo wear stockings and high heels and dresses. What started as acuriosity became a compulsion, a compulsion wherein each tentative stepled to the next. Lingerie led to dresses led to high heels led to wigsled to makeup, if you are reading this you know about the evolution of acrossdresser and have likely traveled the same path. There was a freedomand yes a sexual. We sat down and started making out. Well, I don't know why I didnt just try to tear her clothes off right there-nervous because of all the family about or what. I'd spent that summer fucking every girl I could, but I slowed down with her. We were kissing, I was reaching inside her shirt teasing a nipple. Her breathing was getting heavier, and she kept asking me what I wanted. I simply said "You". She proceeded to stand up and remove her shorts. I will never forget how her un-tanned ass stood in contrast to the rest of her as she slowly lowered herself onto my dick. To this day, tanlines are a total fetish of mine! She proceeded to start riding me. I reached around and started teasing both nipples. She leaned back against me to give me easier access to her tits. I was kissing her neck and her moans were getting louder. She started to really slam down on me, and I was worried the slapping noise was going to draw attention to us, but she wouldn't be stopped. She tensed up.
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