The breasts, well Crossdresser caught crossdressing are lots of woman who don't have much on top, where some men do! That's a good question, I guess wearing a skirt, blouse, stockings and ladies shoes would look weird in my normal hair. Did your mother crossdress you? I spend ages trying different looks and posing in the mirror. Yes indeed, I really would like to be such a woman. Quora Crossdresser caught crossdressingI am a male who enjoys a few female perks.