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Click here to ask Mattmanuel.
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Wednesday May 22, 2002
Dear Mattmanuel,
I've enjoyed cross dressing for a very long time. Ever since I was a child, I've enjoyed the act of wearing womens's clothes. I remember the first time I put on my mother's silk stockings and garter belt. It was simply a revelation. They were too big for me, but the smoothness, lightness, and taboo of doing this excited me to no end. I am now 35 and have literally been indulging in cross dressing for decades now.
My problem lies, however, in my relationships. I am not gay, Mattmanuel. As much as I enjoy wearing womens' clothes, I am only attracted to women. I know that being a cross-dresser isn't the first thing you mention on a date, and when I get involved with a woman, I conceal this fact for as long as possible. There comes a time, though, when I have to satisfy my desires. I usually try to work it into conversation casually, but it always ends up a big issue. I have lost many a woman I have loved over this. Is there anything I can do or say the next time to prevent heartbreak on my part?
Seana Daly says:
No.
Eliot Moellmer says:
yes
you said that cross dressing shouldnt be the first thing you mention on a date but why
i mean if shes going to be freaked out by it at all then shes not going to be less freaked out by it later when it will only seem like youve been keeping a big dirty secret
try telling a girl flat out on the first date because that way you dont lead any girls into a really uncomfortable situation later and you dont get your hopes up over a girl whos bound to run away screaming
this will probably be really discouraging at first since with most girls it will end all conversation and she wont call you again but i guarantee that when it works and you find a girl who isnt scared away by it youll be so much happier
piglet says:
i totally agree my man eliot here
dont wait till later to reveal it, itll be like u were lying to her about your true self the whole time, and im sure girls dont like that. trust me, there is a girl out there, who is not freaked out by cross-dressing, who will love you for who you are and who you are going to be, and will see past the clothes and see the soul that u really have. clothes are material, who cares? clothes do not make the person so if a woman judges you by u wearing that, then they are dumb cuz they may not know what they are missing out on.
u sound like a really good guy who deserves an understanding girl..hope u find her soon 
E.L.Splice says:
| Quote: | | dont wait till later to reveal it, itll be like u were lying to her about your true self the whole time |
Just like Joe Millionaire! 
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