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Fashion

The Oscars' most memorable fashion moments

Holy swan dress, it's Oscars season again. Here are 10 of the most eye-catching ensembles to grace its red carpet.
By Marta Sadowski
The Oscars' most memorable fashion moments

Memorable Oscar Fashion

Sharon Stone in Gap and Vera Wang (1998)

Two years after wearing a Gap turtleneck to the Oscars, Sharon Stone paired one of its classic white shirts with a Vera Wang skirt. Dressed up but effortless, this is how to stylishly borrow from the boys.

©ZUMAPRESS.com/Keystone Press 

The Oscars' most memorable fashion momentsSharon Stone's white shirt moment (Click on the pink triangle for more info)

Celine Dion in John Galliano (1999)

The red carpet doesn't get much better than Celine Dion in all her OTT glory. In 1999, Celine was nominated for Best Original Song and sported a reverse white tux with a fedora and sunglasses to match.

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© PA Wire/PA Photos/KEYSTONE Press

The Oscars' most memorable fashion momentsCeline Dion channels Prince

Björk in Marjan Pejoski (2001)

Celine's reverse tux seemed wacky in the years before Björk showed up wearing a swan as a dress. Björk even laid an egg on the red carpet. Now that’s making an entrance.

©ZUMAPRESS.com/Keystone Press 

The Oscars' most memorable fashion momentsBjörk's swan

Gwyneth Paltrow in Alexander McQueen (2002)

A year after wearing a super-sweet pink gown to pick up her Academy Award for Shakespeare in Love, Gwyneth ditched the girly look (and her bra). 

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© PA Wire/PA Photos/KEYSTONE Press

The Oscars' most memorable fashion momentsGwyneth goes goth

Diane Keaton in Ralph Lauren (2004)

Annie Hall is cinematic fashion at its finest, as Diane Keaton well knows. Keaton has never given up her tomboy style – sometimes she goes subtle and other times, like in 2004, she wears gloves and a bowler hat. 

© PA Wire/PA Photos/KEYSTONE Press

The Oscars' most memorable fashion momentsDiane Keaton rocks menswear

Uma Thurman in Christian Lacroix (2004)

Uma brought Octoberfest to the Oscars back in 2004. Then again, maybe she was impersonating a pirate? 

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©ZUMAPRESS.com/Keystone Press 

The Oscars' most memorable fashion momentsUma Thurman does dirndl

Michelle Williams in Vera Wang (2006)

There’s no denying that the silhouette of Michelle Williams’ dress was stunning, but the saffron hue was truly what cemented her as best dressed of the night. 

© Lisa O'Connor/ZUMA Press

The Oscars' most memorable fashion momentsMichelle Williams is golden

Nicole Kidman in Balenciaga (2007)

The oversized bow and high neckline gave Nicole Kidman’s dress the perfect balance of sophistication and red-hot drama.

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© Paul Fenton/ZUMA Press

The Oscars' most memorable fashion momentsNicole Kidman's winning red

Marion Cotillard in Jean Paul Gaultier (2008)

Already a winner for Best Actress, Marion Cotillard looked statuesque in this hand-embroidered mermaid-like number.

© Lisa O'Connor/ZUMA Press

The Oscars' most memorable fashion momentsMarion Cotillard's sexy scales

Lupita Nyong’o in Prada (2014)

Lupita Nyong’o was elegance personified in this powder blue gown. Best Supporting Actress and best dressed in one night? That’s a winning combo. 

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© ABACA USA/EMPICS Entertainment/KEYSTONE Press

The Oscars' most memorable fashion momentsLupita Nyong’o wows in Prada

Click the pink “up” arrow to read more about each Oscars fashion moment.

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