Steve to Stephanie Chapter 1

This is my first attempt at a longer story with deeper characters and a more evolved story line. Stay tuned for the next chapter. As always comments are welcome.

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Steve was mild mannered guy with a big secret. Steve was an avid cross dresser, very bi actually leaning towards being gay. Steve did not consider himself gay because he really wanted to be female. While having sex, Steve fantasized about being the woman. Since he normally bottomed it was fairly easy for him to see himself as the woman.

Steve liked to spend his free time dressed. He often went to the Oregon Theater on cross dresser night. He sucked cock and was fucked there. Steve sometimes took on dozens of guys in a single night. Once in a while he would even get it on with a woman who came to watch the festivities at the Oregon. When not at the Oregon he would dress up in his favorite little black dress, wig makeup and nails and cruise the glory holes at the adult bookstores.

Steve worked in the Pearl district in downtown Portland. His was a boring job in a cubicle crunching numbers eight hours a day. He did not interact much with his co-workers; he quietly went about his job. The one exception was Mary. Mary thought of Steve as one of the girls even though he never cross dressed at work and they were friends. It was Steve's mild manners and slightly effeminate demeanor that attracted Mary to Steve.

Mary and Steve went to lunch often and talked about fashion. Although Steve had never told Mary of his cross dressing or transgenderism, Mary thought that deep down Steve was transgendered. She often asked his advice on fashion and they window shopped on their way to and from work.

It was on one of their lunch expeditions that the moment that changed Steve's life forever happened. They were waiting on a crosswalk when an old lady started crossing the street. She looked homeless and was moving slow. A Tri-met bus was rounding the corner at a good clip. Steve saw that it would hit the old lady. He jumped out in front of the bus, grabbed her and pulled her from harm's way. He walked her to the other side of the street.