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Emmys: All-Time Best/Worst Style

Emmys: All-Time Best/Worst Style

Red carpet hits (yay, Sofia Vergara and Jennifer Aniston) and misses (sorry, Rosie O'Donnell and... Jennifer Aniston)

By Lindzi Scharf

Updated September 13, 2012 at 03:55 PM EDT

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WORST: Paula Abdul, 1989

Credit: Ron Galella, Ltd./WireImage

Here's a rule of thumb for aspiring fashion writers; when compiling a worst dressed list for any event, your first step should be to find out whether or not Paula Abdul was in attendance. In 1989, Abdul picked up the Emmy for Outstanding Achievement in Choreography — for her work on The Tracey Ullman Show — before re-joining the Ice Capades on their North American tour.

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WORST: Roseanne Barr, 1992

Credit: Ron Galella, Ltd./WireImage

Roseanne Barr proved she had quite the sense of humor when she arrived at the 44th annual Emmy Awards—on the arm of then husband Tom Arnold—in a red vinyl corset and lace skirt. I don't care if you're a nominee or you've got a body like Halle Berry, wearing latex to an awards show is never a good idea.

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BEST: Blake Lively, 2009

Credit: Gregg DeGuire/FilmMagic

Lively had already proven she could pull off couture on Gossip Girl, but this game-changing Versace moment solidified her status as a red carpet siren—and a male lust object. The actress attended as a presenter, but walked away the talk of the town.

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WORST: Jennifer Aniston, 1999

Credit: Frank Trapper/Sygma/Corbis

I'd be flattered if women all over the country were going into salons and asking for the "Lindzi," but Friends star Jennifer Aniston was apparently so over the pressure of having her hairstyle adored by millions she did this to herself in 1999. "She did [it] once and never went there again," her hairstylist once said. Smart move.

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Worst: Joanie 'Chyna Doll' Laurer, 1999

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Before there was Angelina Jolie's right leg at the 2012 Oscars, there was WWE Sunday Night Heat wrestler Chyna Doll's, um this, at the 1999 Emmys. Thank God Twitter didn't exist back then.

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BEST: Cyndi Lauper, 1995

Credit: Ron Galella/WireImage

Singer-turned-actress Cyndi Lauper matched her wild hair to her exotic black and gold brocade jumpsuit—and slipped on a pair of what look to be stripper flip flops—to accept the award for the Outstanding Guest Actress in a Comedy Series for her appearance on Mad About You. C'mon, the girl just wanted to have fun.

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BEST: Angelina Jolie, 1998

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When Angelina Jolie walks the red carpet, why does anyone else even bother to try? Even back in 1998—then-nominated for both HBO?s Gia and TNT?s George Wallace—the relatively unknown actress commanded attention in a nude Randolph Duke dress.

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WORST: Charlene Tilton, 1984

Credit: Ron Galella, Ltd/WireImage

Dallas? Charlene Tilton served as a presenter at the 1984 ceremony wearing this bow-dazzled, floral print dress—and with her hair coiffed into an atrocious granny bouffant. I'd love to see Tilton appear on the TNT reboot of the primetime soap she helped make famous, but I pray that this fashion trend, whatever it's called, never makes a comeback.

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WORST: Star Jones, 2004

Credit: George Pimentel/WireImage

Talk about poor casting. Jones served as fashion commentator for E!?s Live from the Red Carpet pre-show, but she hardly looked the part in a lingerie-inspired dress by Badgley Mischka, pink flip flops, and a fur stole.

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WORST: Cher, 2000

Credit: Steve Granitz/WireImage

I wonder if Cher would turn back time on this look? Nominated for her HBO special Cher: Live in Concert from Las Vegas, the singer could have rocked a show stopping gown, but instead opted for a mundane sequined coat, blue spandex pants, and a fanny pack. Had she had a falling out with Bob Mackie?

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WORST: Rosie O?Donnell, 1992

Credit: Ron Galella/WireImage

In her leopard print PJs, O'Donnell looked like she'd rolled out of bed and onto the red carpet in 1992. Or rather, someone dragged her out of bed and she took down the drapes trying to resist.

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BEST: Sofia Vergara, 2011

Credit: Frazer Harrison/Getty Images

''The most exciting part of my outfit is my Colombian emeralds,'' Vergara (in Vera Wang) told reporters. I'm not sure if she was referring to her Lorraine Schwartz earrings or her ample cleavage, but either way, she was right.

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WORST: Lara Flynn Boyle, 1991

Credit: Jim Smeal/WireImage

The dress, the tights, the hair, the lips—there's nothing redeeming about Lara Flynn Boyle?s look. The actress attended the 43 annual Emmy Awards dressed as an Oscar. And she was Kyle MacLachlan?s date no less! For shame.

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BEST: Halle Berry, 2005

Credit: Kevork Djansezian/AP

Here's photographic proof that Berry rocked the right leg a full seven years before Angelina. ''I wanted to feel like a glass of water because it's so hot,'' she told USA Today of her simple yet oh-so-sexy cascading Emanuel Ungaro gown.

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WORST: Hayden Panettiere, 2007

Credit: Kevin Winter/Getty Images

Save the cheerleader? and fire her stylist! Heroes star Hayden Panettiere attended her first primetime Emmys in a voluminous taffeta Marc Bouwer gown. Was she trying to sneak a friend in under that thing?

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BEST: Anna Paquin, 2010

Credit: RD/Kirkland/Retna Ltd./Corbis

Remember what January Jones said about fashion making her feel like a bird? Same goes for True Blood's Anna Paquin in this fierce Alexander McQueen gown, complete with sequin breastplate.

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WORST: Julia Louis-Dreyfus, 1995

Credit: Ron Galella/WireImage

These days, Julia Louis-Dreyfus is a perennial red carpet favorite, but back in 1995, the Seinfeld star went all Showgirls in an extreme V-neck gown from Armani. What was she thinking? Who knows, but the look on the face of her husband — the tall blond guy standing behind her — says it all.

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BEST: Helen Mirren, 2007

Credit: Jeffrey Mayer/WireImage

If only we could all have Mirren?s good genes and super self-confidence. The Prime Suspect star took home her second consecutive Emmy for Outstanding Lead Actress in a Miniseries or Movie while wearing a purple satin gown and her good luck charms. ''I used to call them my secret weapon, my stripper shoes,'' she has said of her trusty Perspex heels. ''I used to buy them on Hollywood Boulevard. I always used to wear them to events when I was nominated for things because they give you an immediate seven inches.''

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BEST: Tina Fey, 2010

Credit: Jason Merritt/Getty Images

After a couple of false starts, Fey finally figured out how to do smart and sexy on the red carpet in this Oscar de la Renta gown.

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WORST: Heather Locklear, 1994

Credit: Ron Galella/WireImage

These two looked like they jumped straight out of an '80s music video! Unfortunately, it was 1994.

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BEST: January Jones, 2010

Credit: Frazer Harrison/Getty Images

In 2010, Jones ditched her Mad Men garb for a futuristic Atelier Versace gown, easily the night's ''love it or hate it'' look. Since I'm the authority here, I call it a best dressed moment. ?I just felt like a bird. I love it. It?s like a piece of art,? she told reporters. That's how fashion should make you feel. Like a bird... I mean a piece of art.

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WORST: Barbra Streisand, 2004

Credit: Chris Pizzello/AP

Barbra Streisand accompanied husband James Brolin to the ceremony in 2004 wearing what my Jewish grandmother would refer to as a pink velvet ?schmatta.? When a reporter asked who she was wearing, Babs responded simply: ?A dress.? And the designer breathed a sigh of relief.

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BEST: Lucille Ball, 1957

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The comedienne was known for her impeccable timing, but she also had impeccable taste. The Emmy-nominated I Love Lucy star attended the 1957 ceremony in a classic gown and fur coat, with perfectly lined lips and manicured brows. Ball set the fashion bar high for future generations of starlets — unfortunately, most of them limbo right under it.

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BEST: Mila Kunis, 2009

Credit: Jeff Vespa/WireImage

''I'm pretty distracted by all the sweat,'' the Family Guy star admitted as she walked the carpet in a tea-length Monique Lhuillier dress. ''In fact, it?s just pouring down my back.'' Even with that piece of too-much-information, I still think she looked flawless.

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BEST: Robin Givens, 1988

Credit: Ron Galella, Ltd./WireImage

Yep, you read that right, Givens is one of my faves. First of all, just consider the era. In her purple Gianni Versace number, the Head of Class star stood out among the sea of black, white, and red beaded ball gowns. The only thing I can't figure out is why she's holding hands with the valet.

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BEST: Eva Longoria, 2005

Credit: Gregg DeGuire/WireImage

The Desperate Housewives star thought long and hard before choosing this custom-made Angel Sanchez dress — a move that paid off. ''I had it in my head for months that I wanted to wear coral,'' she told People magazine.

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WORST: Victoria Rowell, 2009

Credit: Gregg DeGuire/FilmMagic

Soap star Victoria Rowell?s dress is an Obam-ination. Just this week, Shepard Fairey?s avoided jail time for his unauthorized use of the president's image on his ?Hope? poster, but we're throwing the book at Rowell's political print ?statement? dress.

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WORST: Vanessa Minnillo, 2006

Credit: Kevin Winter/Getty Images

Nick Lachey?s main squeeze worked the carpet as a correspondent for Entertainment Tonight dressed like she was between shifts from her job serving drinks at the Commerce Casino.

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BEST: Christina Hendricks, 2010

Credit: Jason Merritt/Getty Images

''People have been saying some nice, wonderful things about me, yet not one designer in town will loan me a dress,'' Hendricks told The Daily Record just days before the big event. ''They only lend out a size 0 or 2. So I'm still struggling for someone to give me a darn dress.'' Designer Zac Posen came to the rescue, and Hendricks' worked every angle of her curvy form to show off his stunning gown.

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BEST: Brooke Shields, 2008

Credit: Frazer Harrison/Getty Images

The Lipstick Jungle star's sitcom was short lived, but this fuchsia organza Badgley Mischka gown, with its beaded top, diamond Fred Leighton brooch, and ruffled train, has stood the test of time on many best dressed lists.

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WORST: Jane Seymour, 1991

Credit: Ron Galella/WireImage

Two years before she covered up in period costumes to play Dr. Quinn, Medicine Woman, Jane Seymour let it all hang out when she presented the award for Best Supporting Actor in a Comedy in 1991. Her sheer jumpsuit embellished with bedazzled hearts was laughable.

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BEST: America Ferrera, 2007

Credit: Kevin Winter/Getty Images

The Ugly Betty star's cobalt blue Monique Lhuillier gown was a winner, and so was she. ''Just getting out of Betty?s clothes makes me look like I?ve lost ten pounds,'' the Outstanding Actress in a Comedy Series told the press after picking up her Emmy.

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WORST: Courteney Cox, 1995

Credit: Jim Smeal/WireImage

I'll look past the choppy shag hairstyle and choker necklace — it was the '90s after all — but there's just no excuse for Cox's lavender satin gown. Hello, ladies! Satin wrinkles! Plus, the off-center placement of that halter neckline makes me want to reach into that photo (and back in time) to adjust her left boob, which looks like its about to make a run for it.

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BEST: Jennifer Aniston, 2000

Credit: David Keeler/Getty Images

Now that's more like it! The Friends star didn't just look like a TV star in this Prada column dress, she looked like a movie star.

Account

Emmys: All-Time Best/Worst Style

1 of 40

WORST: Paula Abdul, 1989

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2 of 40

WORST: Roseanne Barr, 1992

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3 of 40

BEST: Blake Lively, 2009

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4 of 40

WORST: Jennifer Aniston, 1999

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Worst: Joanie 'Chyna Doll' Laurer, 1999

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BEST: Cyndi Lauper, 1995

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7 of 40

BEST: Angelina Jolie, 1998

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8 of 40

WORST: Charlene Tilton, 1984

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9 of 40

WORST: Star Jones, 2004

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10 of 40

WORST: Cher, 2000

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11 of 40

WORST: Rosie O?Donnell, 1992

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12 of 40

BEST: Sofia Vergara, 2011

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13 of 40

WORST: Lara Flynn Boyle, 1991

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BEST: Halle Berry, 2005

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WORST: Hayden Panettiere, 2007

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BEST: Anna Paquin, 2010

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WORST: Julia Louis-Dreyfus, 1995

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BEST: Helen Mirren, 2007

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BEST: Tina Fey, 2010

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WORST: Heather Locklear, 1994

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BEST: January Jones, 2010

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WORST: Barbra Streisand, 2004

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BEST: Lucille Ball, 1957

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BEST: Mila Kunis, 2009

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BEST: Robin Givens, 1988

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BEST: Eva Longoria, 2005

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