ANSWERS: 31
  • no but i have tried on high heels
  • have i ever dressed like a boy? YES!
  • Once, in 5th grade elementary school drama class, everyone had to play an "opposite gender" part ... never since.
  • Yes but it wasn't by choice. It was Halloween and my stepmother dressed me up like a girl in one of my stepsister's dresses and a wig. She told me it was that, or no costume and no trick or treating. Her sister took me and my stepsister trick or treating with her three kids, two girls and a boy. I was the only one in a dress. =(
  • Used to all the time when I was little. I wanted to be a boy so bad. LOL
  • I have worn jeans and a tee shirt. I guess that could count.
  • Whoops! I meant to add a comment to Ridiculous
  • All my life, and I love it. :-)
  • yes some what, I am just ne at it all!
  • Yes. Skirts feel good on legs.
  • Yes, and I wish I had the photo of me to prove it. I love to go out wearing a skirt with a see through blouse that shows of my bra.
  • Yes for a school theme day in elementary school. But I got mixed up and dressed up a day early. That was very embarrassing.
  • No, it looks like too much work, plus drag isn't only a physical thing it is a mental thing as well and my brain won't go three...
  • Yes, frequently.
  • Well, I've worn scanty female clothing. But not really in drag. I'd do it, by all means. I have somewhat soft facial features, I could pass for a butch chick :P
  • I have 3 older sisters, what do you think. Now whether I have ever done it willingly as an adult. Absolutely not!
  • i do it for carnival here in germany every year. Im the one on the left if you cant tell
  • I have ever since I was little. Like with a lot of cross-dressers it happened to me by acccident, you get curious and try on something girly and BAM! it's got you. It's an overwhelming feeling of arousal, contentment, and feminine bliss. I can only speak for myself but I think inside every guy is a girl (a feminine side) who wants to get out and express herself. When a guy cross-dresses he's opening that door and letting her out. At that point it's too late to get her back in her cage...you're hooked, she free, and now you're in the cage. So a little word of warning, if you want to try cross-dressing be prepared for the unthinkable...you might like it...you might like it ALOT.. and there's no going back! I had no idea what I was doing when I opened that door or how it would change me.
  • I only have intentionally for Halloween. When I'm dressed casually, I'm in t-shirt and jeans. I really don't consider that drag...
  • I have worn a Trouser suit and tie but I would not say I looked much like a guy.
  • Almost never. In the week I dress very fashionably. Weekends at home im dressed with no make up, big pants, and my bascketball shirt. But then again, the way i dress does not affect the way i am. =)
  • nope and i have no desire to
  • Yes. I love it and I'm not joking.
  • I wear short skirts and heels all the time, but I wouldn't call it drag, because I make no effort to look like a woman.
  • I do not really dress in drag but I am a straight masculine man and I LOVE to wear panties, sexy ones...will be dressed like a man on the inside and sexy panties on the inside and run around my house lots in just panties...
  • yes and i loved it
  • yes I have, it started when I was 13 and stayed a couple of weeks with a school mate one school holiday we shared his bed room as it had bunk beds one morning after breakfast I went up to the bedrom and caught him in one of his sisters old skirts and pantyhose he asked me if I had ever tried on a skirt and pantyhose I said no I had not, he then asked me if I wanted to try on a skirt and pantyhose I said yes please he went to his wardrobe and got out a second skirt and a second pair of pantyhose I took my socks and trousers there and then I put on the skirt with ease and he then helped me put on the pantyhose once I was dressed in the skirt and pantyhose he asked me if I liked wearing them I said yes he said as there is no one else at home at the moment would I like to keep them on and walk around the house in them I said yes so we both left his bedroom and went down stairs and started to watch the telly after about an hour I said I think it would feel better if I had a pair of his sisters panties on he left the room and came back with a pair of her panties I pulled down my pantyhosse and stepped put of one leg and took off my underpants and put on his sisters panties and put my pantyhose back on and told him it felt great to be dressed as a girl. I'm now 52 and I wear female clothing all the time around my home
  • Not yet now answer mine PLEASE
  • oh no ..

Copyright 2023, Wired Ivy, LLC

Answerbag | Terms of Service | Privacy Policy