Insidious Fashion: Celebrity “Trouble Makers”

1
Chris Brown
Chris Brown
WENN
In lieu of a bodyguard, Chris Brown chooses to wear a Pokémon for protection. After your recent 'Good Morning America' dressing room debacle, Chris, you're gonna need it!
2
Taylor Momsen
Taylor Momsen
WENN
Something about Taylor Momsen is just a little...off. In this outfit, she clearly knows that she's giving us plenty to gossip about!
3
Amy Winehouse
Amy Winehouse
WENN
No Amy Winehouse, that's not a pole! Also it's not ladylike to "pop a squat" where there's no toilet! Just like her state of mind in this photo, I don't really know where her outfit is going either.
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4
Tila Tequila
Tila Tequila
WENN
Yes, Tila Tequila...keep it modest
5
Randy Quaid
Randy Quaid
WENN
Wow, Randy Quaid in an octopi print "man caftan"! It's so distracting, I can't even pick on his wife! Yeah, I know Randy, the joke's on us!
6
Anna Wintour
Anna Wintour
WENN
Yes, there is even such a thing as "too ruched", even for Vogue editrix Anna Wintour! The Tin Man's wife wants her outfit back!
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7
Megan Fox
Megan Fox
WENN
People love to hate her, but Megan Fox is one steamy sexpot! This provocative red dress highlights all her feminine curves, clearly there is no hex on this red carpet look!
8
Madonna
Madonna
WENN
Is that...Madonna? Couldn't really tell, since there's no visible "gym bunny" arms, Ed Hardy t-shirts, or see through lace dress!
9
Naomi Campbell
Naomi Campbell
WENN
Every personal assistant's nightmare: Naomi Campbell in DEFCON 5 assault mode. However, Naomi is a complete stunner in this slinky, couture look.
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10
Simon Cowell
Simon Cowell
WENN
Former American Idol judge / soon to be X-Factor judge Simon Cowell is well dressed in this sharp gray suit. It's definitely not as "spicy" as his judging!
11
Courtney Love
Courtney Love
WENN
Whoa, Courtney Love! Daryl Hannah's hair in 'Splash'! Britney Spear's 'Toxic' bodysuit! With a white collared shirt and quilted purse? I just can't live through this outfit.
12
Charlie Sheen
Charlie Sheen
WENN
Actually, Charlie Sheen looks okay here! Blue collared shirt, matching fedora, you'd never know that he's got tiger blood! And that he's on a drug (or several), and that drug is called Charlie Sheen!
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13
Snooki
Snooki
WENN
All hail Snooki, the Vlasic pickle stork queen! This look is completed with a gherkin sceptre that's bigger than she is!
14
Boy George
Boy George
WENN
Glittery skulls, spiders, sandals, and a glitter anarchy symbol on your crotch...Boy George, where do you go from here?
15
Jesse James,Kat Von D
Jesse James,Kat Von D
WENN
Jesse James' look is meh, whatever. Kat Von D's face is as pale as Casper the ghost. From Sandra Bullock, to Michelle Bombshell, to Kat Von D, it's been quite a year (only) for Jesse James!
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16
Lindsay Lohan
Lindsay Lohan
WENN
I actually like this "desert evening" outfit on Lindsay Lohan! Easy, breezy, Californian...nothing too over the top, and not overly sexy.
17
Dionne Warwick
Dionne Warwick
WENN
Who knew that Dionne Warwick was cray-cray until 'Celebrity Apprentice'? After one look at this bizarre scarf and pimp fur coat, I'm gonna say a little prayer for her tonight!
18
Sarah Palin
Sarah Palin
WENN
This is a rather severe look for an unconventional former US governor! I do not applaud Sarah Palin's look.

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