Only as a kid. I went to school with a guy who used to be ordinary, then started to dress a bit femininely, and now is full on transgender. He was a bit weird, but I am too I suppose.

Not counting wearing ties and suit jackets for concert band and some other stuff at school, I have put on men's clothes. Just my dad's clothes though, because we are about the same size, but based on that I'd be a pretty good looking man!

I've only ever worn my dads massive shirts or my brothers jeans. For fashion aspects only. Plus I own a few pairs of guys jeans because ladies apparently don't have legs my lenth so I've had to buy mens.

When I was little, I was a full on tomboy. I wore Mtl canadiens jerseys and baggy pants and wanted to be a skateboarder

I eventually grew out of it and started liking my little ponies and **** but to this day I sometimes buy boy's dress shirts because I like them.

Zombie Kurt Cobain for Halloween. Two sports bras, homeade Flipper shirt, intentional bedhead, and loads of green grease. Nobody recognized me but everybody was freaked out. It was alright.

I dressed as a woman for halloween. I wore a purple wig, dress, tight and Heels.

Would I do it again for fun? Probably not.

Yep. Probably the most in depth was as Brad Majors in Rocky Horror - because I got stripped down to a wife beater and tightie-whities...and I "stuffed" for full effect.

I sometimes "stuffed" as Frank N. Furter, too, but that was me dressing as a man who was dressing as a woman, (very Victor/Victoria!) so I'm not sure that's the kind of cross-dressing you're talking about.

Also went through a weird phase where I thought it was awesome to dress up as Freddie Mercury, fake mustache and all.

i crossdressed a lot as a teenager - i was heavily into Bowie's glam phase and wondered how i would look like as a woman in public

during the New Romantic years, i put on make-up when i go out - eyeliner, foundation, lipgloss

Sadly, no.

No way Jose