Monday night was one of fashion's biggest of the year, as the Costume Institute's annual ball was thrown at the Metropolitan Museum of Art in Manhattan. This year, the gala celebrated long-time Vogue editor-in-chief Anna Wintour and re-christened the institute in her name, following a $40 million renovation for which Wintour was the predominant fundraiser. The gala's theme for 2014 was "Charles James: Beyond Fashion" in honor of the mid-century designer who was known for his grand architectural silhouettes. These were this year's top winners and saddest strikeouts. 

Let's start with the misses, shall we?

  • Maggie Gyllenhaal in Valentino

    It seems almost obligatory for someone to show up on the red carpet looking like they wrapped themselves in their grandma's curtains, and at this year's Met Gala, Maggie Gyllenhaal was the one to do it. Not even her own radiance could liven up this piece, which somehow manages to be both drab and loud at the same time.

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  • Shailene Woodley in Rodarte

    Even Shailene herself seems to know she didn't quite hit the mark in this mismatched frock. It appears as if she couldn't decide which dress to go with, and just went with them all instead.

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  • Lupita N'yongo in Prada

    The Best Supporting Actress Oscar winner, who stunned on red carpet after red carpet this awards season, finally stumbled at the Met. The beading is beautiful; the feathers are beautiful; the color is beautiful -- but the shape is a mess. Alas, every starlet trips over her fashion choices at least once, and last night was Lupita's turn to do it.

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  • Dita Von Teese in Zac Posen

    On the best-dressed side of the fence was burlesque queen Dita Von Teese, in a Zac Posen that perfectly pays tribute to the night's designer honoree, Charles James. This dress hugs Dita's beautiful hourglass figure in all the right places, and proves that high-voltage sex appeal and high class can go hand-in-hand.

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  • Carolina Kurkova in Marchesa

    Gorgeous model Carolina also pays lovely tribute to James' propensity towards geometric shapes in an eye-popping asymmetrical Marchesa gown. This dress is a perfect look at where fashion has already been and where it is yet to go.

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  • Suki Waterhouse in Burberry

    The night's top fashion honors go to two of the fashion industry's biggest names -- supermodel Suki Waterhouse and design giant Burberry, who made her dress. This frothy pink princess dress is simply gorgeous, and it compliments Suki's blond locks and peaches-and-cream complexion flawlessly - not that the stunning queen of the catwalk needs much help!

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  • Best-Dressed Men

    We couldn't pick just one, so we went with two. If ever there was a white-tie event, it is the Metropolitan's Costume Institute Gala, and no man did it better than Benedict Cumberbatch and designer Tom Ford did. Each rocked a different take on the classic black tuxedo, completing their looks with elegant white touches at the lapel. It was impossible to decide which we liked better, so... we simply didn't.

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  • Best-Dressed Couple

    Blake Lively and Ryan Reynolds already make a ridiculously gorgeous couple, but they outdid even themselves at the Met on Monday as both dazzled the red carpet in Gucci. Is it really necessary to say any more?

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