People.com Celebrity The Red Carpet's Biggest Risk Takers at the 2015 Emmys See who took home our prizes for boldest, busiest and most head-turning of the night By Alex Apatoff Alex Apatoff Instagram Twitter Alex Apatoff is the Executive Editor of PEOPLE Digital. She has been with the brand for more than a decade, holding various roles on the Style and Beauty team before becoming the site's Lifestyle Director to coordinate the work across the commerce, evergreen, features and marketing teams. Prior to her role at PEOPLE, Alex worked at Us Weekly (where, among other things, she oversaw the Fashion Police pages) and graduated from Northwestern University with a Bachelors in Journalism. People Editorial Guidelines Published on September 20, 2015 09:00 PM Share Tweet Pin Email 01 of 11 HEIDI KLUM Gilbert Flores/Broadimage Surprising no one, the supermodel wore an Atelier dress that certainly stood out, thanks to its ruffles, canary-yellow color and – oh yeah – lots and lots of skin on display. (The jewels are Lorraine Schwartz.) 02 of 11 KIERNAN SHIPKA Steve Granitz/WireImage Mad Men's youngest fashionista takes a big chance on pants, wearing a Dior Haute Couture "cut-off ballgown" with cigarette pants, black heels and Dana Rebecca Designs jewelry. 03 of 11 JANUARY JONES Mark Davis/Getty No one takes more risks on the red carpet than January, and this year's structured, sweetheart-neckline fern-green Ulyana Sergeenko jumpsuit with Tiffany amp Co. jewels definitely qualifies. 04 of 11 NAOMI WATTS Charles Sykes/Invision/AP While everyone else sweltered in the heat, we at least can guarantee Naomi was comfy in her Dior Haute Couture trapeze dress (which contrasting embroidery on the back), Bulgari diamonds and Jimmy Choo heels. 05 of 11 JAIMIE ALEXANDER Jason Merritt/Getty How bold did the star want to go on the carpet? So bold that her dress, an Armani Privé, hadn't yet been seen on the runway. "They trusted me to wear it – and when they sent it to me, I said, 'Done!'" she said. (Baccarat jewels completed the look.) 06 of 11 TEYONAH PARRIS John Shearer/WireImage We love a print on the red carpet (and we especially love a girl who works a dress as well as Teyonah does), but did the star's sugar-sweet Francesca Miranda polka-dot and ruffled dress hit the spot for you, or was it a miss? 07 of 11 JOANNA NEWSOM John Shearer/WireImage The musician (and host Andy Samberg's wife) did her usual quirky-cool thing in a Delpozo cocktail dress with a cape and chiffon underskirt, plus Butani chandelier diamonds. 08 of 11 NAZANIN BONIADI Jay L. Clendenin/Polaris The Homeland star takes the idea of a one-sleeved dress to the next level in her one sleeve gown with a half-attached ruffle. 09 of 11 MAISIE WILLIAMS Getty The Game of Thrones star takes a page out of Rihanna's playbook, teaming her pretty pink dress with some super-fuzzy heels. 10 of 11 DANIELLE BROOKS Larry Busacca/Getty Many celebs brought brights to the carpet, but none more so than Danielle, whose super-fun-to-swish-in multihue Christian Siriano dress made us smile. 11 of 11 KATHRYN HAHN Jason Merritt/Getty Moody florals are in for fall, which means that Kathryn's doubly on-trend with her multi-print Vivienne Westwood dress.