I wasn’t sure how long I slept, but when I woke up, I felt like I might have to urinate. I turned on the light and realized that Brenda had left the room. ‘She’s probably having a coffee.’ I thought. I was glad that she wasn’t in the room as I didn’t want her to see the huge erection that I’d attained while I was asleep. I glanced at my watch. It was 1:45 am. I threw off the blankets, swung my legs off the bed and slid into the slippers beside my bed. As I started for the bathroom door on the other side of the room, I realized that my erection was sticking out the front of my hospital issued pyjamas. ‘Why can’t they give you pyjamas that have buttons up the front?’ I wondered. The erection was nothing unusual. I always had a rock hard erection when I awaken in the middle of the night. Normally, if I also had to urinate, I would just stand in front of the toilet until the erection softened enough to allow me to push it downwards and aim the stream of urine into the toilet. I walked. When I came out to my mother, I knew that there was no turning back. I figured she would be ok with it because we’ve always been close. When I told her, she was happy because she was waiting for me to finally realize that I was gay. She would say that she always knew and I called bullshit. That day, a whole new level in our relationship began for us.That summer after graduating high school and moving into my new apartment it gave me some time to acclimate myself to my new lifestyle. I started experimenting with crossdressing although my mother and I didn’t look at it as crossdressing. It was more me finally wearing clothes that were made for my body. Her big thing in starting me down this path was to convince me that I was more of a natural fit for women's clothing and not so much in men's clothing.Of course, I was reluctant at first. Clinging to my whole, I am a man damn it mantra. But little by little I started appreciating my body. Right before my freshman year of med school.
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