Emmys 2017: The Biggest Risk Takers of the Night

Did these stars' bold style moves pay off? That's for you to decide!
By Colleen Kratofil
September 17, 2017 11:14 PM

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WORTH THE GAMBLE?

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From bold color choices to interesting dress silhouettes, these are the polarizing red carpet looks you'll be discussing all day Monday.

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REESE WITHERSPOON

Credit: John Shearer/WireImage

The Big Little Lies star switched up her style by eschewing a glamorous gown for a sleek silk Stella McCartney double-breasted tuxedo dress. Did her power suit make for a power move?

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SARAH PAULSON

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Sarah plucked her Carolina Herrera gown straight from the runway, but its puffy sleeves might convince anyone that it came from an '80s archive.

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EVAN RACHEL WOOD

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Evan's been continuously sporting suits on the red carpet, but this time, she went bold by playing up proportions in her three-piece Jeremy Scott tux featuring a teeny tiny jacket and extra wide-leg pants.

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ARIEL WINTER

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Ariel doubled the risk factor of having a serious wardrobe malfunction with her two thigh-high slits on her beaded black gown. "I usually do cleavage and not legs so I decided to switch it up," she told PEOPLE on the carpet.

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ISSA RAE

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Issa's asymmetrical custom Vera Wang Collection gown came with two unattached sleeves that could either look totally incomplete or completely cool. That's for you to decide!

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KERI RUSSELL 

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If there's a trail of black feathers down the carpet, you will most likely find Keri at the end of it in her J. Mendel gown.

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MANDY MOORE

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Does her black-and-white tulle gown have you smiling, or in tiers?

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PADMA LAKSHMI

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She debuted a new hairstyle to go with her old favorite silhouette: a curve-hugging, exaggerated mermaid gown.

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AMANDA CREW

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The Silicon Valley star's balances risqué (so sheer!) and modest (those long sleeves) touches, leading to a style statement that was decidedly mixed.

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JULIE BOWEN

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Her column velvet Alberta Ferretti is so sleek and classic. Are the origami ruffles exciting, or overkill?

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NATALIA DYER

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If Natalia gets sleepy during the ceremony, her skirt can double as a comforter for a quick catnap.

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MACKENZIE DAVIS

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Highlighter green is a hard hue to pull off, but when it's featured on a dress with an oversize bow at the waist, it makes it all the more polarizing.

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By Colleen Kratofil