100 Best Red Carpet Dresses of All Time
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1Winona Ryder
Getty Images//Getty ImagesWhat: Trigère
Where: Academy Awards in 1990
Why: Ryder looks timeless in a strapless black gown and red lip.
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2Elizabeth Hurley
Getty Images//Getty ImagesWhat: Versace
Where: Academy Awards in 1995
Why: Hurley's arrival on the scene was defined by these body-conscious gowns.
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3Mira Sorvino
Getty Images//Getty ImagesWhere: Academy Awards in 1996
Why: Sorvino looks like a winner in this classic Oscars fashion choice of princess gown and major jewels.
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4Sharon Stone
Getty Images//Getty ImagesWhat: Her husband's shirt and Vera Wang skirt
Where: Academy Awards in 1998
Why: Stone proved style is about originality when she styled her husband's oxford shirt with an evening skirt.
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5Gwyneth Paltrow
Getty Images//Getty ImagesWhat: Ralph Lauren
Where: Academy Awards in 1999
Why: Paltrow cemented her status as a style icon with this referential pretty-in-pink moment.
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6Charlize Theron
Getty Images//Getty ImagesWhat: Vera Wang
Where: Academy Awards in 2000
Why: Tangerine was a welcome reprive from black on the statuesque blonde bombshell.
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7Cameron Diaz
Getty Images//Getty ImagesWhat: Chanel Haute Couture
Where: Golden Globe Awards in 2003
Why: If we had legs like Diaz, we'd wear a mini dress to the Golden Globes too.
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8Kate Hudson
Getty Images//Getty ImagesWhat: Versace
Where: Academy Awards in 2003
Why: From ingenue to icon, Hudson stepped out of her family's shadow for good.
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9Renee Zellweger
Getty Images//Getty ImagesWhat: Carolina Herrera
Where: Directors Guild of America Awards in 2003
Why: This dress kicked off a long-standing (and seriously chic) relationship between the house of Herrera and Zellweger.
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10Kate Hudson
Getty Images//Getty ImagesWhat: Valentino
Where: Golden Globe Awards in 2003
Why: Hudson brought her bohemian spirit to the red carpet in this paisley print dream.
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11Victoria Beckham
Getty Images//Getty ImagesWhat: Dolce & Gabbana
Where: MTV Movie Awards in 2003
Why: Beckham showed off her curves with ease in a corset gown and matching husband in tow.
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12Angelina Jolie
Getty Images//Getty ImagesWhat: Marc Bouwer
Where: Academy Awards in 2004
Why: Jolie offset her edgy persona with a surprisingly ethereal white satin gown and shawl.
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13Gwen Stefani
Getty Images//Getty ImagesWhat: Jean Paul Gaultier
Where: Golden Globe Awards in 2004
Why: A mock turtleneck gown was and is still a rare site on the red carpet, but the orginal Stefani made it look modern.
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14Jennifer Aniston
Getty Images//Getty ImagesWhat: Valentino
Where: Cannes Film Festival in 2004
Why: As the It couple of the time, Aniston ditched her status quo black for refreshing paneled white satin.
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15Jennifer Lopez
Getty Images//Getty ImagesWhat: Michael Kors
Where: Golden Globe Awards in 2004
Why: The pop icon made orange and silver something to consider for the red carpet.
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16Nicole Kidman
Getty Images//Getty ImagesWhat: Chanel Couture
Where: Academy Awards in 2004
Why: The stunning Aussie has many a gowns to remember, but this sky blue frock was a standout.
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17Hilary Swank
Getty Images//Getty ImagesWhat: Guy Laroche
Where: Academy Awards in 2005
Why: Swank celebrated her many months of hard training for Million Dollar Baby in this backless-to-there gown.
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18Salma Hayek
Getty Images//Getty ImagesWhat: Prada
Where: Academy Awards in 2005
Why: Hayek played up her best assets, her famous curves, in this navy and black embroidered dress.
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19Kate Bosworth
Getty Images//Getty ImagesWhat: Calvin Klein Collection
Where: Academy Awards After-Party in 2005
Why: Bosworth sizzled in this sheer red gown (and nabbed the fashion's set attention to boot).
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20Michelle Williams
Getty Images//Getty ImagesWhat: Vera Wang
Where: Academy Awards in 2006
Why: Arriving on the arm of the late Heath Ledger in this unexpetced saffron gown, Williams became an overnight style sensation.
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