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“What are you wearing?” I asked in a shocked voice. “It’s my sister Kaitlin’s” he said sheepishly. “I need to be like this, it’s the only way I feel right.” “What do you mean?” I asked. “Well, I don’t know why, but I feel like something is terribly wrong. I feel like a girl inside, but I am a boy on the outside.” “I dress in Kaitlin’s clothes as much as I can get away with it, but recently I got caught by my mom. She went crazy at first, but I cried and cried, she said it was OK and later that week she brought me to see a doctor. He did lots of tests and then told her that I was a girl inside but a boy outside, or something like that.” “Wow” was all that I could muster. “Wow”. “Now,” He said,”I am taking all sorts of pills every day, and the Doctor gives me shots every week. They are making me feel really funny, like soft and sexy and weird inside.” “They are sending me away to some special school in Connecticut after the Summer is over where they say I can dress, act, and learn to. I woke up around six, and took a shower. Just the thought of her started getting me hard. I didn’t want to have an embarrassing hard on at some point during our little outing, so I jerked off quickly, or tried to, but it ended up taking longer than I thought, and I ended up blasting a huge load onto the shower wall. I wasn’t expecting such a potent climax, but at least I had taken care of that before it got me into trouble.I got my stuff together, iPod, watch, wallet, condom just in case, and hopped into my car to get her. A few minutes later, I arrived at her place. It was pretty nice, just a simple one bedroom little apartment with a small kitchen and living area. She invited me in and we talked for a bit before actually heading out. As it turned out, she seemed to have trouble with guys. How, I have no idea. With a body like that, she should have no problem. Add to that the fact that she was smart, funny, and didn’t seem to be easily offended, made me wonder at what kind of.
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