Dressing
I was about 5 or 6 I guess. I can remember my dad going ballistic, and right after dinner mom had me change back into my own clothes while she told me it was wrong for boys to dress as girls. After that I was always careful so as not to get caught whenever I dressed up. I always thought I was beautiful, but then, I was always looking at the ideal in the mirror rather than the reality.
My name is Tim Grant, I'm currently 5' 5" tall, weigh about 125 pounds, with green eyes with brown hair. My mother was just five foot, Claire my sister 5' 2", and dad was 5'6". I sort of fell in the middle, and didn't expect to get any taller. I knew I wanted to dress as a girl as often as I could and by the time I was 15 and starting high school, I was well aware of men who dressed as women. In fact I had found a lot of sites on the Internet that catered to them, and had printed out a lot of information, from how to make your own breastforms and padding to how to do makeup and hair. Experimenting, I made some birdseed breastforms and had cut some foam rubber into ovals to pad my hips and let my hair grow out until it was shoulder length, all in preparation for my debut this coming Halloween.
It was the one time of the year I could dress as a girl and `get away' with it so to speak, and I had planned for that night very carefully. Claire had moved to college, but she had left behind a lot of clothes, and I had carefully tried on every item, and now I had several complete outfits, including shoes. My biggest downfall was hair. No matter how hard I tried I was never able to manage a truly feminine hairstyle. I managed to get close, but I was always unhappy with the results and usually put my hair in a ponytail.
As Halloween drew closer, I knew that I would have to confide in my mother because there wasn't anyway around it, so one day right after school I told her that I was going to the school Halloween party as a girl. To my surprise, she asked me if I finally figured out how to be a girl! "What do you mean figure it out?" "What I mean is have you figured out how to become a perfect young lady." I was at a loss for words! "Tim, you cannot possibly believe that I don't know about you dressing up in private do you?" She knew! I was dead! "If you want to dress as a girl I insist that you let me help you get ready. Do you have everything you need?" "I borrowed some of Claire's things mom, I have several outfits." "Show me" Was all she said.
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