Some like it hot

[.little monster]

Have I? No.

Would I? Sure.

 

[Legobricks]

Oh sure, dresses are a lot more comfortable, but there's no way I could have anyone see me in one.
I've not actually worn a dress, but it's the impression I get from wrapping a towel around myself after I've come out of the bath...

Nothing these days really is gender-exclusive besides skirts and dresses, which females get both of. :(

 

[luf100]

For a girl, wearing a guy's clothes isn't as weird as a guy wearing a woman's clothing. xD At least, that's my opinion. I've had plenty of sweaters and shirts that were men's shirts, but I've never really cross-dressed full out or with the intention of actually looking like a guy. xD

 

[Harmonie]

LOL.

Yes, yes I have. And there's nothing wrong with it in reality, so I say "screw it" to people who disagree. XD

 

[NiKaNoRoU]

I once. Wore. Girls' underwear. And every time I think about it, I'm like this:

Spoiler:

...
I was four, okay. I didn't know what I was doing!

No, I wouldn't do it. Straights' principles, you know.

 

[Melody]

I've never cross-dressed before, but I wouldn't hesitate to do so if I had to for some reason. I honestly think that given enough time, it will become fashionable for guys to wear dresses or skirts. xD

Fashion is a very fickle thing, so yeah. That being said, I'd honestly not say no to a decent tunic. :P

 

[Hatenko]

I'm really big on LGBT rights but personally I wouldn't do it.

 

[Mattysaurus]

Have I? Never.

Would I? Never.

I don't want to seem more like a girl than most girls at my school. They probably cross-dress.:/

 

[Tyrantrum]

It's a good thing guys wearing skinny jeans doesn't mean you're cross-dressing... o__o;;

No, never have; never will.

 

[Samme!]

I used to thoroughly enjoy playing dress-up with my older sister and her friends, so of course I chose to wear all the most fashionable things in the bin. I didn't really think much of, and still don't, because since I had fun doing it, it doesn't matter to me at the slightest. I haven't in a while, but I don't think I would if I ended up doing so again.

 

[professor plum]

For a play, I was a grandmother, so yes.
And, I am currently going to dress up this Friday and Saturday to participate in the Womanless Pageant fundraiser for Prom at my school. It'll be very interesting.

Love this movie, btw.

 

[Esper]

Love this movie, btw.

I was hoping someone would know it.

And for the record, I've cross-dressed on many occasions.

 

[Guillermo]

I wore a old-style dress thing for a school camp when we went to Victoria and then to Sovereign Hills. I was dared.

 

[The Cynic]

Yes. I went to a cross-dressing party at a friend's house when I was about 15 years old. It was a great night, plenty of good banter. I also got many comments that my red dress looked more natural than me in men's wear. Creepy...

 

[Hantsuki]

When I was younger, there weren't many sweats or shirts that I wanted to wear from the local stores, so I would go over to the men's section to buy most of my clothes. I hate wearing jeans, so shopping is a problem for me seeing as how I'm really picky about what I wear (since most clothes are all about style and I'm looking for comfort).

Thankfully, the women's section has more sweats out, but I still check out the men's section every now and then. The problem is that men's clothes are mostly too baggy.

And I've also worn a suit for my AP Literature project last year. It's not as weird as some of the guys wearing dresses for their project. Somehow, I don't think they mind it though.

 

[s0nido]

Funny I saw this thread after I had a dream of wearing a bikini. XD
No, I haven't crossdressed, and I never want to.

 

[Rokusasu]

I crossplay, which is basically cosplaying as a boy. In essence it's cross-dressing because I'm striving to look like the opposite sex, but beyond this, I don't wear men's clothing.

I wouldn't mind it though. C:

 

[sabapple]

... Well, the other month for English I had to be Charles Dickens, so I went in a whole Victorian Era man's suit thing... And I have several jackets that are boys, I just find them comfortable... Jeez...

 

[Ho-Oh]

Trying to look like/wear a male would be weird, so no.

Wait, wear what a male would*

 

[Yusshin]

I dressed like a dude once. I put my hair up in a hat, dressed in my older brother's clothing, and went to a restaurant like that. I even forced my dad to call me "Tyler" rofl o0