Poll: Crossdressing. Ever Done It?

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PHOENIXRIDER57

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Mar 2, 2010
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I think it'd only be embarrasing if you were trying to do it sectretly and got caught. Never done it, more than likely never will, don't give a hoot if other people do it.
 

MrBirdy

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Sep 10, 2008
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I had to wear a dress as a bet. Yeah, I was drunk... But it did end me up with 80 euros. Which was spend that night on more booze and all, but it was a fun night, if i could just get my friends to remove the pictures of it :/
 

Rainbowloid

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Jan 12, 2010
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I've dressed as a man on several occasions, and I rather enjoyed it. I wish I could do it more often, but... a feminine figure is difficult to conceal.

I normally wear androgynous/unisex clothes and get mistaken for a guy anyway.
 

Chester41585

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Mar 22, 2009
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Embarrassing, yes. Fastest $500 I've ever made that didn't involve strippers, sex, or the police.
 

Gildan Bladeborn

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Aug 11, 2009
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Unless you're a thespian and for some reason are required to dress as a woman, there had better be some ridiculous bet or copious amounts of judgement-impairing substances at work guys. Otherwise we're going to laugh at you and call you names, that's just how it works. Seriously, why would you even want to?
 

AgDr_ODST

Cortana's guardian
Oct 22, 2009
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under no circumstances would I ever do it. I'd feel very odd and if I was found doing it or if word got out I doubt I'd be looked at the same way again.
 

joshthor

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Aug 18, 2009
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no, well, i did wear my girlfreinds shoes once (just sneakers) they were size 6. considering i wear a size 13 mens it was quite a feat. the only girls clothing i like are thier boots. girls boots are awesome.
 

YarnBarf

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Apr 16, 2010
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I'm a girl, so it's less of a taboo, but I went through a suits-and-vests phase in my late teens/early twenties.
 
Apr 24, 2009
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FUCK YEAH!! Cross-dressing is fun as hell buddy, people need to do it more often

Of course I don't really look the part when I do, dressing up is just fun :)
 

infinity_turtles

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Apr 17, 2010
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All the time. Started because my family has a tradition that all guys must incorporate cross-dressing into their Halloween costumes after their sixteenth birthday. I was also coerced into doing it at other times by female friends which taught me that, surprisingly enough, it's also a very good way to meet girls.

That said, any girl who complains about high-heels is a whiny *****. Not only do you have to choose to wear them, but they aren't anywhere near as uncomfortable as girls say. Provided you're not an idiot and get them in the right size anyway.
 

Strid

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Oct 24, 2009
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I have been known to wear female clothing on some occasions and not just when I'm drunk.
In addition to that I do have a thing for thigh-high socks, I wear them all the time.
(I guess some people would call it cross-dressing)

Now I feel I should change my username/avatar, lots of my friends are on these forums.
 

arsenicCatnip

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Jan 2, 2010
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YarnBarf said:
I'm a girl, so it's less of a taboo, but I went through a suits-and-vests phase in my late teens/early twenties.
Same here, only substitute 't-shirt over long-sleeved shirt and baggy guy jeans' for 'suits-and-vests'. I crossplay (cosplay while crossdressing) as well, and make a pretty convincing guy when I choose to.

Hell, I guess I'm technically crossdressing right now, since I'm wearing my boyfriend's t-shirt and a pair of boxers...
 

Aura Guardian

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Apr 23, 2008
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Gigaguy64 said:
I think i did once when i was...i dunno....6?

I don't think i ever will.

It doesn't interest me.
What he said. But if you or other people like to do then fine by me.
 

Firia

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Sep 17, 2007
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Dressing in men clothes isn't as dramatic as guys dressing in girls clothes. But yeah, I've done it. :)
 

Shockolate

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Feb 27, 2010
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I remember this one time for a video, a friend willingly cross dressed for laughs.

Probably the reason we got an A+
 

jark.jark

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Dec 6, 2009
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I've cross dressed on a number of occassions, fancy dress or just out drunking. It's great fun and really gets conversation going. It helps that I have quite a tall slender build so dresses fit nicely. I'd recommend it if you want a laugh. It's 100% hetero fun for me.

NB. Bring some flats out aswell as your heels. There is only so much pain a man can endure.
 

Iron Lightning

Lightweight Extreme
Oct 19, 2009
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Once back in the one year of elementary school I did (prior to my homeschooling) my class went on an impromptu field trip to a swimming pool. We were all using this pile of swimwear that the school had for some reason and I got stuck with a girl's one-piece suit, due to the lack of suitable swim-trunks. I had no wish to put it on, but I did so nonetheless, which is why I voted "Embarrassing!" as I most certainly felt so.