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I were 13 when I crossdressed for the first time, it was the beggining of my pubberty.
I've just observed the girls were treated as princesses, and the boys as trash, I saw their bodies becoming beutifull and mine start to becaming with body hair. So I started to wish to dress her clothes, but in secret, as there was no women clothes who fit on me on that time, I have got old school uniform shorts from years ago, they were made with elastane and use to be sold to older girls to use them very tight and I were on the age where this shorts could be tight on me, so I have dressed them and I just felt wonderfull, I have passed lip stick and just became simply a girl, so since them I have always wished to dress girl's clothes freely, they are to sexy and let me become excited with my own body.
Thats the way all boys start out. They are curious about what it would feel like to dress as a girl or a princess and once they do, they never want to stop dressing. Its too much fun to stop doing it. My brother wanted to be a girl so bad, that finally we let him dress as a girl all the times. He still dresses as a girl today and enjoys it all.