Poll: Crossdressing. Ever Done It?

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cuddly_tomato

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Nov 12, 2008
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I haven't yet. I don't think I would look the part as my hair is almost all gone and my body is extremely hairy and uncurvy, but I am willing to give it a go sometime.
 

Marik2

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Nov 10, 2009
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Well the closest I have with that experience was letting a girl put make up on me and making my hair(I have long hair) girly style. And boy did people think I was a chick, cuz I have feminine face.
 

SamFancyPants252

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Sep 1, 2009
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I cross dressed as one of the female sub teachers for Halloween last year.
The bra and litre of perfume to go with it!!
 

Lullabye

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Oct 23, 2008
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LordCuthberton said:
Lullabye said:
Oh wow....do you have pictures? Can we see them?
Fortunatly I'm good at avoiding pictures.

However someone did take a few during a dress rehearsal. Bad quality and I'm not wearing the bigger fatsuit at that point.

Aw, you look so cute.
How did the play go anyway? No major hiccups I hope.
 

Hokutan

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Sep 4, 2009
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I wore a dress as a dare and some of my friends tease me about it, The other time I wore girly clothes for 20$. Would I do this again no.
 

historybuff

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Feb 15, 2009
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Hahaha! Yes! I had a blast.

But maybe it's easier for a lady to dress up as a man. I had a lot of fun.
 

Pink_Pirate

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Jul 11, 2009
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i dont really consider it cross-dressing, since socially im gender neutral, but i wear both female and male clothing. It only really matters to me if i like it or not. Phisically i am male, and straight if it matters to you, but i've never really been ok with the idea that me having a penis should decide what clothes i can wear, or how im supposed to act. I embrace both my femininity and masculinity, something perhaps a bit strange for a man to do, but then again its perfectly acceptable for women, we call them tomboys. You can call it crossdressing, but the way I see it, if i look awesome in a skirt and makeup, why should i let my cock get in the way?
 

Erana

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Feb 28, 2008
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I couldn't if I tried. Not that it would take much to conceal my tiny bust, but I'm allover women. Even the most androgynous of pants couldn't hide my firtle hips, and even a manly haircut couldn't make my face look masculine enough.
I swear, though, the weirdest thing I was ever told was, "if you were a guy, I'd totally bang you." Honestly, though, I think that chick was in denial.

Pink_Pirate said:
if i look awesome in a skirt and makeup, why should i let my cock get in the way?
Last time I heard this sentiment, he could wear a dress better than half the people in my dorm. If you can make it look good, go for it!
 

EeveeElectro

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Aug 3, 2008
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It's okay for gals to wear mens clothes, so no. I always sleep in my boyfriends shirts, but if he slept in mine there'd be trouble...

A while ago an incredibly camp cross dresser who was surprisingly straight took an interest in me and wanted me to come to his for a girly night in. Creepy as hell.
 

leviathanmisha

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Jun 21, 2009
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I crossdress...a lot.
I guess it stems from my tom boyish nature
And my bf likes it when I can rock his one pair of jeans!
*gives self two thumbs up*
 

Valksy

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Nov 5, 2009
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As a somewhat butchyish/tomboyish type female and given what people expect as female clothing as a "norm" then in theory I suppose I cross dress all the time. I even get called "sir" from time to time which makes me laugh.

Picky I know but your question was broad.

The last time I wore "women's" clothes was to my Grandfather's funeral many years ago and it did feel as if I was in drag.

When it comes to the theatrical sort of cross dressing which in my circles we would call a "drag king" I don't have the build to bind and couldn't keep a straight face if I stuck a pair of socks down my jeans.
 

child of lileth

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Jun 10, 2009
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Never did it. I just don't think I could get away with the whole reverse trap thing. Even in private, I wouldn't do it.
 

Erja_Perttu

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May 6, 2009
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I tried it once, but due to being a girl, certain assets meant it was fairly easy to tell my gender. Still, fun times.
 

goldenjester

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Feb 3, 2009
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Gabanuka said:
Weirdest thread ever. Once, for a play.
Why thank you.
Pink_Pirate said:
i dont really consider it cross-dressing, since socially im gender neutral, but i wear both female and male clothing. It only really matters to me if i like it or not. Phisically i am male, and straight if it matters to you, but i've never really been ok with the idea that me having a penis should decide what clothes i can wear, or how im supposed to act. I embrace both my femininity and masculinity, something perhaps a bit strange for a man to do, but then again its perfectly acceptable for women, we call them tomboys. You can call it crossdressing, but the way I see it, if i look awesome in a skirt and makeup, why should i let my cock get in the way?
Agreed
 

JenXXXJen

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Mar 11, 2009
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No, but I do think it's awesome. I'm a girl though, so it would be pretty boring if I did it.

I once convinced (read: bribed) my nephew to where a pink silky dress, a blonde wig and a parasol, pose and say "I'm a laayydeee" while I filmed it. Good times. He probably wouldn't do it again :(