The Year's Biggest Style Risks

Best of 2012 - Biggest Fashion Risk Takers
Photo: Charley Gallay/Getty Images for LACMA

The Year's Biggest Style Risks

01 of 08

The Year's Biggest Style Risks

Best of 2012 - Biggest Fashion Risk Takers
Landov; Getty Images (2)

From Miley Cyrus's dramatic transformation out of teenhood to Angelina Jolie's right leg's introduction on the red carpet and Nicki Minaj's everyday-is-a-photo-op wardrobe, these stars-along with several others-know how to leave the traditional behind. Take a look back at this year's most memorable risk-takers in the gallery now.

02 of 08

Florence Welch's Print on Print

Best of 2012 - Biggest Fashion Risk Takers
Danny Martindale/FilmMagic

Never one to hold back, the British songstress chose to pair bold pieces from Miu Miu's fall 2012 collection for the 69th Annual Venice Film Festival in August.

03 of 08

Kelly Osbourne's Citrus Splash

Best of 2012 - Biggest Fashion Risk Takers
Eugene Gologursky/WireImage

The reality star and TV personality hit New York Fashion Week to attend designer friend Chris Benz's spring 2013 show in September in an eye-popping color-block ensemble, complete with a towering mauve top-knot.

04 of 08

Nicki Minaj's Military-Inspired Sheer Look

Best of 2012 - Biggest Fashion Risk Takers
Frederick M. Brown/Getty Images

The winner of best female video attended the MTV Video Music Awards in September in a lace Versace bodysuit with light-up beading that outlined her curvacious frame.

05 of 08

Angelina Jolie's Right Leg

Best of 2012 - Biggest Fashion Risk Takers
Joe Klamar/AFP/Getty Images

The actress wowed on the Oscar red carpet in a velvet Atelier Versace design with a sexy slit that showed off a single gam-and set off an online explosion via Twitter (amassing 12,000 followers within a few hours of the feed going live), Tumblr and Internet memes.

06 of 08

Lady Gaga's Retro Moment

Best of 2012 - Biggest Fashion Risk Takers
Dave Benett/Hulton Archive/Getty Images; INFphoto

For the first time since Liz Hurley donned it in 1994, the iconic Gianni Versace safety-pin dress stepped out again in October when Lady Gaga wore the infamous black silk crepe creation during her visit to Milan to meet Donatella Versace.

07 of 08

Miley Cyrus's '90s Revival

Best of 2012 - Biggest Fashion Risk Takers
Reuters/Mario Anzuoni/Landov; PacificCoastNews

We know what Miley Cyrus did last summer: The former Disney pop star slowly transitioned out of her teens and mini-dresses to flannel, denim cut-offs and platform combat boots. The final straw in her throwback transformation? A dramatic haircut last August reminiscent of Mary Stuart Masterson in Some Kind of Wonderful.

08 of 08

Jennifer's Sexy Neckline

Best of 2012 - Biggest Fashion Risk Takers
Charley Gallay/Getty Images for LACMA

Hello, Jen! The actress showed off a killer body alongside fiancé Justin Theroux in a black silk Tom Ford dress with an ultra-deep plunging neckline at the LACMA Art & Film Gala in October.

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