16 Biggest Oscars Night Fashion Risks


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andra day oscars 2018

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Andra Day

It wasn’t the Zac Posen dress that was the biggest risk here, although the beautifully blousy bubble fit was far from conventional—it was that pose. People might trip over you. But why stand when you can lounge?

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oscars 2018 nicole kidman

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Nicole Kidman

If the fashion “rule” is “Don’t draw attention to your hips,” Kidman’s Armani Privé bow dress pooh-poohed it—and to great success, we might add.

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Rita Moreno

This is the very same dress Moreno wore to the Oscars in 1962, updated with a strapless sweetheart neckline and some pretty accessories. Pulling something from the very back of your closet and still fitting into it 56 years later? You win.

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Blanca Blanco

Choose one, the fashion police say: a plunging neckline or a thigh-high slit. Blanca Blanco says: Nah.

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oscars 2018 st vincent

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St. Vincent

She wore an itsy-bitsy, teeny-weeny…Saint Laurent bodysuit and a single pouf sleeve.

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oscars 2018 Whoopi Goldberg

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Whoopi Goldberg

To call this a risk is not quite accurate. To call it a genius celebration of the way hunter green, violet, and yellow sing together in unexpected harmony is much more on the nose.

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oscars 2018 Taraji P. Henson

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Taraji P. Henson

The actress’s custom Vera Wang was giving us major Angelina Jolie leg, and baring that much quad is always a risk. Happily, no lady parts were exposed in the making of this lewk.

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oscars 2018

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Emma Stone

It is the fanciest night of the year. You are Emma Stone, and you’ve been to the Oscars many a time before. Heck, you’ve even won. That is why you feel courageous enough to wear Louis Vuitton pants and a blazer on the red carpet—gown who?—and absolutely own it.

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paris jackson oscars 2018

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Paris Jackson

Work, Paris, work those leg-length tassels and that intricate macrame.

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Angela Bassett

It is never a bad idea to wear a sequined suit, or to just be Angela Bassett.

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Lindsey Vonn

The only thing that would have been slightly riskier for this recent Olympian is 1) If this dress actually had stripes on it, too, for a full-on patriotic stars and stripes moment or 2) If she’d dressed up like a gold medal. Instead, this look is a very happy medium.

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oscar after party

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Elsa Hosk

This naked dress doesn’t leave any room for error re: wardrobe malfunctions. As the French would say: risqué!

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oscar after party

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Ciara

Underneath all that gathered and puffed taffeta by Alexandre Vauthier Couture is a shiny, shiny minidress. This is the best 2-for-1 deal of all time.

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zoe kravitz fashion risk

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Zoë Kravitz

Why wear a dress when you can wear a feather bomb instead?

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Janelle Monáe

It’s a gown, it’s a suit, it’s a tux. It’s all three and it’s actually perfect.

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Kendall Jenner

Hey there, sternum. Oh, hey there, sleeves. Kendall! Didn’t see you there. Nice of you to join us, too.

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