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Question: I need your help!! What do I do for my Costume Problem!?
Hi all,

Last March I made a bet with my friend Jill (a Cubs fan) that the Mariners would make the playoffs, while the Cubs would not!. Needless to say I lost!. Badly!.

Our terms!? We both get really into Halloween, so the winner gets to pick the loser's Halloween costume!. Jill is pretty hot, so I thought I could pick out something skimpy for her!. Unfortunately, I lost and she decided to turn the tables!.

She said I have to dress as a girl--very convincingly--for the Fri/ Sat nights of Halloween weekend!.

She also said I have to post this to an open forum, and ask the online community what exactly I should wear!. She gets to decided the winner from everyone who answers!. All I ask is to keep in mind I am 5'9"ish (I say 5'9", she says 5'8") and 138lbs!.

And I guess we compromised--I DO have to shave my legs, but I DON'T have to do my eyebrows!. Thanks for the help!
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Best Answer - Chosen by Asker:
haha, Excellent!.!.!. :D

Option 1!.
Well, I know its halloween but!.!.!. You wear a pink tiara with a leotard, fairy wings and the optional tights, ballet slippers, MAKEUP! etc!. It's not very halloweeny but it will give your friend a laugh!.

Option 2!.
Wear something skimpy with a stuffed bra and alot of lipstick and mascara etc!. also!.!. wear a wig or something!. :]
Then wear like fishnet stockings with high HIGH HIGHHH heels!. Then paint your nails and/or toe nails!. haha

Something Extra!.!.!.
Do something that involves!.!.!. HAIR EXTENSIONS!. :D
Alot of make up
a wig




haha, good luck!.
Lucy♀Www@QuestionHome@Com

ok, firstly - HAHA! :P

Second - the trick to convincing drag is the silhouette!. Presumably your outline is pretty blokey - strong shoulders, no curves!. So you need to create the illusion of curves - stuffed bra, obviously, then something like a puffball skirt, something pouffy not skintight, that will make your waist smaller than your hips!. Then wear thick skintone tights with black fishnets over - if you can find them, heels! But practice in them before Halloween!Www@QuestionHome@Com

Hey dear, a bet is a bet!. Its a game after all!. Do it and have fun!. things like this you will remember all through your life!. Come on you can do it!!!!!Www@QuestionHome@Com

hahahaha that sounds like an amazing time!.


go full out in drag, buddy! short and skimpy dress, think ALL SEQUINS, and i'd opt for some obnoxious color!. no black!. ;) maybe go for those skanky party dresses you see at all the popular stores!. show off your shaved legs by not wearing tights, but definitely try to find heels your size!. something nifty to match!?

be sure to wear a stuffed push-up bra, and maybe a lot of obnoxious necklaces and bracelets and rings!. be sure to paint your nails, maybe even get some stick-on nails if yours are short and stubby!?

use make-up to the max, with plenty of eyeliner and mascara and blush and gloss!. oh, and maybe mascara isn't enough, so try fake eyelashes!.

I obviously don't know what your hair looks like, so if it's short, go for a lovely wig you can style appropriately!. plenty of hairspray and whatnot to make it the perfect party-goer experience!. be sure to carry a large and obnoxious purse for your cellphone, makeup, wallet, and other belongings!.

last but not least, spend an ample amount of time perfecting the 'female voice'!. nothing obnoxiously fake like the falsetto, either!. you must sound convincing!. ;)Www@QuestionHome@Com