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This is an attempt to put into words my life as a crossdresser from thevery first day it happened to today. It ends with what my future may be.Any male who cross-dresses will always remember their first everythingthey do.I remember the very first time I ever tried anything on that a girl wore.In my case it had occurred just before I started grade school. Prior totrying on something for the first time I never had considered doinganything like that, I had no desire to do it and just gave in. No, I hadno inkling that this was about to happen to me and that it was the startof a lifelong thing.I had one sister, and three brothers. My sister was in school but sinceI had not started school yet I was still at home. I was walking back tomy room and for whatever reason as I passed my sister's room my headturned and I looked in. I cannot ever remember doing that before. Istopped as I saw sitting under her bed were a brand-new pair of shoes ourmother had bought for her but she still really. ‘I’ve been very careful in my choice of things to be sure nothing I brought has any animal products in it. If my understanding is correct, being Jewish, that does matter to you.’ She smiles at him, and answers. ‘It seems you’ve pretty much thought this through very carefully. But that’s very much you. And since you’ve brought up the Jewish part, I need to ask you a question.’ He says. ‘OK, ask anything.’ She hesitates for a moment, as if trying to find a way to ask something she is not sure how to ask. He sees this and reassures her. ‘By this time, I’d think you could ask me anything.’ ‘OK, here it goes. Are you circumcised?’ He replies, ‘I hate to answer a question with a question, but before I answer that, does it matter?’ She says, ‘Well, I guess not, it’s just that I’ve never been with a man who wasn’t, and I’m not sure how it will be different. I really am not that experienced, there haven’t been many men in my life.’ ‘Well I didn’t think there had been. Would it bother you if I.
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