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Has any one here ever considered crossdressing?

Blog Last Activity 9 years ago 359 views 2 comments
I was wondering if anyone here has ever considered crossdressing. I ask, because several times even after talking to me face to face, people have though that I was a girl. So this made me start thinking, could I actually pull of crossdressing? I will admit that I have tried on a few things, but I have never really gone farther than that. Has any one else had a similar expirence? Not really loking for guidance on this just wondering.

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9 years ago

When I was in 6th grade I went to a school fancy-dress thing as a girl, dress, flat-heel shoes, a perfect blonde wig with long thick pigtails, red bows on the ends and no-one picked me. My mother's suggestion. I was thin and and obviously flat-chested, so I probably looked perfectly prepubescent. Going to pee in the girls' toilet was amazing. That was the last and only time, but I remember being quite excited at the time because of the girl's clothes I was wearing. (my usual underpants, though). It was only toward the end of the night that a teacher came over and asked who I was, they thought I must have been someone's sister or relative from out of town! Since then I've always looked a little enviously at girls' clothes, particularly their underwear, they are so pretty and feminine and I'm femme, so I suppose it figures. Whatever does it for you is OK, what others think shouldn't be a factor in your thinking.

9 years ago

When I was much younger, I had a boyfriend at the time take me into an upscale women's boutique and try on a red sequin dress. Back then, this should have been shocking, but the saleslady was rather nonplussed and said I looked good. Personally? It's never been my thing. If you want to do it, go for it, and don't let comments from anyone stop you.