What should you wear when you just lost a bet and have to dress like a girl?

Answer 1

You can go 2 ways.

Wear jeans and a pink t shirt.

Or make a big joke out of it and go the whole hog, party dress, wig, lots of make-up, stockings and a garter belt.

This is funniest if you are a really male looking guy, so get a 5 o'clock shadow.

And if you don't like it, don't make silly bets.

Answer

I have a girlfriend and her son's school had a "cross-dress" day, she gave him a tampon, told him to put it in his pocket, and now you�re dressed just like all the girls that attend your school. Brilliant.

Answer

A denim skirt above the knee with black nylons or tights. Fake Uggs. Stuffed bra in a reasable size for your frame. Black top with long sleeves and big scoop neck, should be stretchy tight. Shave close. Eyeliner, lip gloss.

At a good thrift shop and discount drug store you should be able to get all this for less than $20.

Answer

Black mini skirt with red tube top. Platform shoes and a thong. Big hair on top with red lipstick. Fishnet stockings are optional.

ANSWER

Okay. i got caught in the same place. my response to the person i lost the bet to. NO. I'm blowing it off. you can't force me to or i will drag you into court for what you could call assult. he quickly tried to capture me but i ran out in time and escaped. he still hates me for backing out. but it is the only way to not embarrass yourself.

Answer 2

Classy. I'd go with a nice dress, something form flattering. Black is always a safe color. Maybe a nice pair of pumps to match. And of course one should accessorize with the proper handbag and jewelry.

I'd wear a simple knee-length dress and a sweater, low heels, simple accessories and light makeup, with a medium length wig and a hairband. That's what I wore when I lost a similar bet, anyways.