People.com Lifestyle Style 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 Published on September 17, 2017 11:14 PM Share Tweet Pin Email 01 of 13 WORTH THE GAMBLE? J. Merritt/Getty; John Shearer/WireImage; Frazer Harrison/Getty From bold color choices to interesting dress silhouettes, these are the polarizing red carpet looks you'll be discussing all day Monday. 02 of 13 REESE WITHERSPOON 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? 03 of 13 SARAH PAULSON J. Merritt/Getty Sarah plucked her Carolina Herrera gown straight from the runway, but its puffy sleeves might convince anyone that it came from an '80s archive. 04 of 13 EVAN RACHEL WOOD Dan Steinberg/Invision for the Television Academy/AP 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. 05 of 13 ARIEL WINTER Jordan Strauss/Invision/AP 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. 06 of 13 ISSA RAE Matt Baron/Shutterstock 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! 07 of 13 KERI RUSSELL Invision/AP/Shutterstock 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. 08 of 13 MANDY MOORE Rob Latour/Variety/Shutterstock Does her black-and-white tulle gown have you smiling, or in tiers? 09 of 13 PADMA LAKSHMI David Fisher/REX/Shutterstock She debuted a new hairstyle to go with her old favorite silhouette: a curve-hugging, exaggerated mermaid gown. 10 of 13 AMANDA CREW Matt Baron/Shutterstock The Silicon Valley star's balances risqué (so sheer!) and modest (those long sleeves) touches, leading to a style statement that was decidedly mixed. 11 of 13 JULIE BOWEN Rob Latour/Variety/Shutterstock Her column velvet Alberta Ferretti is so sleek and classic. Are the origami ruffles exciting, or overkill? 12 of 13 NATALIA DYER Jeff Kravitz/FilmMagic If Natalia gets sleepy during the ceremony, her skirt can double as a comforter for a quick catnap. 13 of 13 MACKENZIE DAVIS Frazer Harrison/Getty 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.