A/N: I just realized that one of Whitney Houston's songs from The Bodyguard has nearly the same title. Must have been where I saw this before.

Summary: E/O Challenge. Drabble word: slip. Actor Daniel Craig did a PSA as James Bond in drag for International Women's Day. If it's good enough for 007, it's good enough for the Winchester brothers on a hunt. 4 chapter drabble fic. Complete.

Word Count: As always, 100 on the nose in each section. Boo-yah!

Disclaimer: I do not own the boys. If I did they'd wear nothing but black boxer briefs and sweat.

Part 1 – dressed for success

Wig? Check.

Lip Gloss? Easy.

Mascara was a bitch to apply, though.

Sam snorted. "Dean, your slip's showing. Black lace, huh?"

"Hey, whatever it takes to get the job done. Does this dress make my ass look fat?"

"Actually, you look pretty good, Deanna. Socks in your bra?"

"Yep. Here, zip me up."

"Okay. Now what?"

"Bobby picked out your wig and that blue dress."

"Wh-what? No, I'm playing the boy!"

"Hell you are. It's gonna get tricky at that club, so this is a two woman job. Now get in touch with your inner chick and let's roll, Samantha."

Three more to go.