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Jess-ica

I will begin this story with an introduction. My name is Jessie and I am a 32 year single male. Growing up, I always felt as if I was in the wrong body. The strange thing was that I was still heterosexual. I absolutely loved the female form in every way. It seemed as if I knew at times how a woman felt when she was touched, when she walked or even breathed. I yearned to actually be a woman; yet, here I was with this... form of a man. I had several relationships and even got married. The marriage did not last but five short years. Sex was always great and I satisfied my partners very well. Occasionally I would shave my legs and wear women's underwear. This always turned me on immensely. Luckily I could share this with my partners who supported it with fascination. I luckily have a bare torso and stomach, so that no "upkeep" is necessary there. I keep my waist as slim as possible to accentuate my hips. I never ever did any serious role-playing with it until recently. This is where I will start my story.

It was finally becoming Autumn again, thank the Goddess it was finally getting cool enough where I could start shaving my legs again. I would only shave six to eight months of the year, the time period when it was too cold to wear shorts. Shaving was something I would do to make myself feel more feminine; to help balance out that part of me that wanted to be female. I went out on Friday after work to purchase new panties, hose and garters as usual for the beginning "year." I went to ...

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