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Emmy Fashion: The Best And Worst Celeb Outfits Of All Time (PHOTOS)

Emmy Fashion: The Best Of Outfits, The Worst Of Outfits

One of the best parts of any awards show is the celebrity fashion. Who doesn’t love watching the stars glide down the red carpet in frocks we could never afford? We’ve combed through the archives and have rounded up the best red-carpet looks that have stood the test of time and some of the fashion blunders that are best left in the past.

And The Award Goes To...

Brooke Shields -- 2008

Best And Worst Emmy Fashion Of All Time

Brooke Shields -- 2008

Pink can sometimes be too precious, but not when it’s this bold fuschia dress that flows down in ruffles on someone as statuesque like Brooke Shields. This feminine Badgley Mischka number makes her more than merely pretty in pink on the red carpet.

Olivia Wilde -- 2008

With those stunning cat-like eyes and her killer bod, Olivia Wilde’s beauty might disttract from a gorgeous gown, but this stunning white Reem Acra dress with beaded cap sleeves more than matches her good looks. The gown has a romantic feel, almost princess-like and ethereal.

January Jones -- 2009

In this Atelier Versace dress, January Jones gave Blake Lively a run for her money for best-dressed of the evening at the 2009 Emmy Awards. The bodice looks both futuristic and art deco with its graphic pattern and structure, and pairs off beautifully with the long, flowing train.

Blake Lively -- 2009

At the 2009 Emmy Awards, Blake Lively knocked it out of the park with a plunging-down-to-there, red number from Versace. The sexy dress puts her young, toned body into the spotlight, and you only live once, right?

Sarah Jessica Parker -- 2003

Sure, SJP looks a little like she’s ready to walk down the aisle rather than the red carpet, but when the gown is that pretty, who cares? This Chanel couture gown shows off her sensational figure and manages to come off as both chic and playful.

Evan Rachel Wood -- 2011

Swathed in a beaded, curve-hugging black dress by Elie Saab, Evan Rachel Wood brought Old Hollywood glamour back to the 2011 Emmy red carpet. It might be black, but this gown is anything but boring.

Demi Moore -- 1997

When you’ve got it, flaunt it, and this doesn’t have to mean showing a lot of skin. Demi Moore proved this in 1997 when she wore a navy blue sequined gown with a simple cut. Two thumbs up for the navy —a refreshing departure from black.

Better Luck Next Time..

Bai Ling -- 2003

We’re not sure where Bai Ling thought she was going—she looks more like she’s ready go partying in Vegas rather than attend a red carpet event in this overly revealing number.

Victoria Rowell -- 2009

We’re pro-Obama and all, but is the 2009 Emmys red carpet where you want to be showing your support in a strapless dress made out of a heavy fabric printed with the president’s face and name, that looks more like a tablecloth you can buy at a souvenir shop?

Geena Davis -- 2000

Geena’s an attractive woman, but the star had a misstep on the red carpet in 2000 in this shiny, swirly number that looks more Jersey Shore than it does Emmys gala.

Barbara Streisand -- 2004

In this heavy, pink velvet cloak at the 2004 Emmys, Streisand has a “bad grandmother” air about her, which we don’t think is the look she’s going for per se.

Patricia Heaton -- 1999

Heaton has a fantastic figure. So it’s a bit of a mystery as to why she chose to sheath it in this stiff, embroidered ensemble at the 1999 Emmys.

Heidi Klum -- 2005

Bad clothes can happen to beautiful people. Heidi Klum, who typically gets it right, looks more ready for the beach in this oversized, somewhat muu muu-esque gown at the 2005 Emmy Awards.

Kelly Osbourne -- 2002

We get that Osbourne has a quirky sense of style, but this outfit from the 2002 Creative Arts Emmy red carpet just has us befuddled. The A-line shape is not the best look for her, and the leaf detailing leaves us puzzled.

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