Anna Wintour

This is Vogue editor/Devil Wears Prada inspiration/Most influential fashion editor in the world Anna Wintour. She's at the fifth anniversary of the CFDA/Vogue fashion fund party wearing what suspiciously looks like a Christmas sweater.

With this outfit, it's no surprise there are rumours flying that the Vogue editor may be up and leaving the mag. It looks like she's completely given up on dressing like a feared fashion maven. A white skirt? In November? The tights with strappy sandals? (They could have least have been black.) She resembles an ill-dressed school child! Oh the humanity - and the irony - of a fashion queen who can't manage to throw together an outfit. It really is such a tragedy.

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Blake Lively

Woah, Blake! Where did you leave your cattle? We didn't know they were reprising Little House on the Prairie! We get that you're trying to define yourself away from the short skirts of 'Gossip Girl, but you might want to be careful when you're bending over to milk the cows.

Most country folk like to cover up a little before they get to the barn work and that top is just a wardrobe malfunction waiting to happen. Well, at least you'd win 1st place in a sexy milk maid contest! (Scott Gries/Getty Images)

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Kim Kardashian

Is that an optical illusion? Or am I just going blind from the hideousness of that shirt. Kim, if your goal was to look as wide as humanly possible, or to remind us that you became famous because of a certain body part, congrats, you've succeeded.

We all know you've got killer curves but that tunic dress is not doing you any favours. In fact, it reminds us of one of those novelty beach t-shirts with the body of a girl in the bikini that old men wear. We're going to guess that's probably not the statement you were trying to make when you slipped it on. (Gustavo Caballero/Getty Images)

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Olivia Wilde

Oh my, where to start with this infraction? Well, first of all, it's clearly reprehensible to wear your lingerie out in public. The nightie/pajamas thing Olivia Wilde is wearing is just plain offensive. On top of that (literally) is some horrible velour shrug/sweater that really belongs in a Goodwill one-dollar bin. We won't even get into the drab hairstyle and lack of makeup – but we think you can see where we're going with this. (Michael Buckner/Getty Images)

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Katy Perry

Although she's most certainly broken many fashion laws in the past like wearing rompers and playsuits, we have to give credit where credit is due on this outfit. The darling black and white frock is adorable and the splash of pink in the shoes just adds an extra "awwwww" to this outfit. The hair, however, is a different matter. (Vittorio Zunino Celotto/Getty Images)

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Flea

Honestly, if this is how he's going to dress, I'd rather see Flea naked (or with a sock around his special area). There's promise here - the suit isn't terrible, but the neon pink sneakers? What could possibly possess someone to don those with that outfit? The golf shirt? With a suit? Really? And the hat, oh the hat. We understand you're a rock star, but you're an aging rock star. Sometimes you've got to let that dream of being a rebellious fashion icon gracefully slip away. (Mark Sullivan/Getty Images)

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Paris Hilton

Yes you're at the Victoria Secret fashion show, but that's not an excuse for you to wear ugly lingerie. That's why they hired models to prance around in bras, underwear and giant wings. Also, forget about channeling the 1920s, we see where you’re going with the multi-layered fringe thing but they were slightly more modest way back in the day. The stripper platforms are just the cherry on top of this whole totally tragic train wreck. (Gustavo Caballero/Getty Images)

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Stephanie Meyers

Stephanie Meyer knows love - vampire-style. Here she is at the L.A. premiere of the film based on her super-sparkly vampire novel, "Twilight."

It's a well-known fact that curvier women should stay away from horizontal stripes – or at least when you've earned as much as she has, hire a stylist for stripe advice. Also, what's going on with the blood-red lipstick? Is it an homage to the vampire characters in her book-turned-movie-series?

Whatever her inspiration, hopefully after she collects her first $100 million she'll start to dress like a successful business woman instead of a Mary Sue. (Steve Granitz/WireImage)

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