Have you ever cross-dressed?

Question

Why? Did you like it? Would you do it again?

Answer 1

Doctor...Doctor....Doctor......I am so girly.....I don't even wear jean....I dress in skirts, and dress's.....and heels......I could never cross dress........I think Ellen and Rosie look nice cross dressing.....no homo

Answer 2

Yeah- but I'm not sure it counts. I was at a party and some day-glo goth chick was rabbiting on about how most people (in other words, anyone who doesnt have neon dredds, over sized leg warmers and a history of self harming) are repressed and wouldnt dare do things like cross dressing. I said, no, I just dont care and wear jeans and Tshirts purely out of habit. Long story short, I won fifty quid in a bet that involved me wearing one of her housemates dresses and makeup without telling anyone else that showed up at the party subsequently why I did it- easy money- I dont care what particular cut of fabric I'm wearing as long as it stops me getting arrested/burnt horribly while cooking.

Answer 3

By accident once. Not been married very long and had to leave home very early to get to Glasgow from Manchester.
Groped around in the drawer for underwear and found a pair.
Got dressed, set off and when I stopped for breakfast on the A74 found out I had a pair of the wifes briefs on instead of my grundies.
The rest of the day, my mind was concentrating on "hope I don`t have a smash"

Answer 4

Have I ever cross-dressed? Yes...
Why? once because I was asked, once because I wondered what it was like to dress-up as a girl & again because she had sexy clothes & I wanted to wear them too...
Did I like it? Yes I did, and I found every reason to dress-up as a girl after that first time, I would even let myself get caught dressed as a girl so I could be punished & forced to wear girls clothes more...
Would I do it again? yes I would & I still do it again & again & again & again... here's a photo of me just so you know that I've cross-dressed & I'm still doing it & I will do it again... http://www.flickr.com/photos/juliahoutx/466070553/

Answer 5

LOL I did on a night out in York many years ago we used to have theme nights and this night out of the hat for me came tubs out of league of gentlemen i was a bit uncomfertable to say the least but a few pints got rid of me nerves and i had a laugh in the end. No i wouldn t do it again I am now a husband and father

Answer 6

I dress like a man once just to see what it feels like to be dressed as a man, another man grabbed my you know what and i decked him. BOY am i glad i took that self defense course. AND no I'll never do it again cause i might kill the next person who ever touches me down below.

Answer 7

Yep, when I went to see the Rocky Horror Picture Show, had black stockings,suspenders, frilly knickers and a basque plus make up done by a female friend, drove past the theatre at least four times to make sure other peeps were dressed up and had a big coat on!!LOL

Quite enjoyed it, nice and soft against my skin!!:-)

Answer 8

I can't say that I have. I wouldn't want to go out in public cross dressed either.

Answer 9

Sure do! Almost everynight when I go to bed, I either wear boxers or basketball shorts and a tshirt. It is really easy for girls to cross dress!

Answer 10

you are very nosy, i as a woman have never cross dressed, the reason is woman can wear mens clothes no prob, however my hubby has when in a lively mood enjoyed the contents of my wardrobe, and good on him!

Answer 11

I always buy mens jeans - they have a longer leg length and are half the price of women's. Shirts, t-shirts and big chunky sweaters are more comfortable, too, and a lot cheaper than the funny girlie styles in all the shops now. Muffin trousers and skirts up to my bum aren't my idea of comfort and style.