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You may or may not of seen the game Today, but my Titans got blown again by the damn Ravens. I was sure we were going to win. I unfortunately made a bet with a friend in TN and as you can tell by the title I lost and now have to crossdress.

She made me come here to have you decide what I must wear for a day. Monday I must go to work and everything wearing it. I really don't want to do this, but as the old saying goes a bet is a bet.

I need a complete outfit. Whatever is given the highest vote will be chosen as the winner and I will have to wear whatever you listed for an entire day this upcoming Monday.

It would help if you could provide a website with the stuff so I at least don't have to go through the embarrasment of buying in a store in addition to a full day of wearing it. That is the least you can do if you are going to force me into this.

2006-11-12 10:44:37 · 7 answers · asked by waorrin 2 in Games & Recreation Gambling

7 answers

yeah definately a tie and you should have to go bald you should also have to wear a button up shirt with the tie and suspenders and you have to wearboxers and no bra with dress slacks


This dare should be a 2 parter you should have to take pitures and email them to anyone who wants them i want them and my email address is vishaal_l@yahoo.com

2006-11-13 12:00:17 · answer #1 · answered by Anonymous · 0 0

Woa, I think I read this wrong at first.
Your a girl dressing up as a guy right? LMAO This is tooooo good! I love it (still laughing ... sorry). I've been on the other end so this is really great.

Girl as a guy is tougher (since girls can wear almost anything ... for a guy, just put him in a skirt or a dress with some high heels and you're half there). You must wear guys dress slacks (must be these since anything else could be guy or girl) with a thin business like belt. Black guys socks (guys socks!) and dress shoes, clunky guys dress shoes. A button down shirt on top, maybe white or light grey, no girly colors (even those are in for guys). Deffinately a tie, you must wear a tie and a real one, not a clip on (here's how to tie it: http://www.tie-lock.com/shelby.html ).

Wear a sport coat or suit coat over the shirt. Hair combed back (maybe gelled slightly, no make-up of course, and yes, I like the mustache idea, that would be good. Do something to de-emphasize the bust (tight sports bra maybe, something not too uncompfy but you should be flat) and one more thing ... you have to wear guys underwear ... fruit of the loom white briefs. It's only fair ;-)

Bert (bertd.geo@yahoo.com)

2006-11-13 08:14:33 · answer #2 · answered by bertd.geo 4 · 0 0

I know you don't want to be embarrassed going into a shop but it will cost you a fortune to buy the clothes on the net. Go to a second hand shop and get a pair of mens trousers/belt and a shirt/tie.
I went to a party a month ago and I had to go in drag, I got the clothes from an op-shop and the outfit cost me less than $10. I also drew a beard on with eyebrow pencil but I wouldn't recommend that for you, it smudged in no time.
Try and have fun and good luck.

2006-11-12 11:01:37 · answer #3 · answered by Curious1 3 · 0 0

You need it tomorrow or next Monday? A woman dressing like a man is more difficult, but I think you can definitely get away without purchasing much. My recommendation:

button up shirt
black or denim pants (tuxedo pants for bonus points)
suspenders
fake mustache (see link)
hair slicked back or put in loose pony tail at base of neck
sock in pants (jock strap will help keep in place)

Good luck!

2006-11-12 11:08:54 · answer #4 · answered by urbangenie 3 · 0 0

shav neck down. get a garter belt, bra (C cup or extra), thong, seamed stockings. then placed on a employer skirt healthful or maid outfit. 4" heels of route you may study some issues. ask her for help with make up.

2016-11-29 02:05:04 · answer #5 · answered by Anonymous · 0 0

You lost on purpose didn't you ;)

2006-11-13 13:49:34 · answer #6 · answered by Anonymous · 0 0

i would say DEFINITELY a "strap-on"

2006-11-12 10:52:23 · answer #7 · answered by hell oh 4 · 2 1

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