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When she went to the washroom, Tom blew the whistle on her. "No lie Dean, she's been talking about you lately. She has a crush on you." "She's dating Scott. Why is she doing this?" "I don't know what's up with her and Scott. All I know is she's been talking about you for weeks now." I had to tread lightly. Yes, I've slept with women who had boyfriends. This was different because I knew the guy and I would see the guy all the time. Despite all this, I felt this was awesome. I figured she would be a fun romp. When she came back, I asked if she could drive me home. I went with Tom but her place was closer to mine. She said yes. As we started driving home she asked me a question. "Hey do you mind if we stop by my place first?" "Sure, no problem." We arrived at her place and she took me down to her basement where she grabbed 2 bottles of beer for us. "Dean, I have a bit of a dilemma." "What's up?" "I've been dating Scott for 4 months. We've been fighting lately, and I want to break up. It was the physical differences which meant a different clothing and ultimately in (generally speaking) different outward appearance. Skirts, bras, dresses, long hair, makeup, etc…where the things that made girls seem so different from boys. While I likely didn’t realize it at the time (retrospectively it seems to make sense to me), I felt the best way to understand my gender was to explore and try to understand both genders. Several times late at night or when I had the house to myself, I “borrowed” some of my mother’s bras, and a few times my sisters underwear (my mom didn’t exactly have anything underwear wise that would fit me…) and tried them on…when I was the only one home or before my parents would come home, I often inspected my moms makeup and tried to understand why a girl would use certain things a bow wouldn’t use and vice versa. In those early pubescent years, I think that I was trying on girls clothes and enjoyed it because it helped spark the imagery of what a girl.
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