The Oscars' Most Unforgettable Looks

Sharon Stone in Gap and Vera Wang
Photo: Kevin Mazur/Jason Nevader/WireImage

The Oscars' Most Unforgettable Looks

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Zoe Saldana, 2010

Zoe Saldana, 2010
Jason Merritt/Getty


Zoe Saldana

chose an otherworldly Givenchy couture gown that combined a sparkling bodice with clouds of sculpted tulle.

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Halle Berry, 2002

Halle Berry in Elie Saab

Halle Berry

knows how to do classy and sexy. The night she won an Oscar for Monster's Ball, the actress highlighted her amazing figure with a peek-a-boo embroidered gown from Elie Saab.

03 of 18

Bjork, 2001

Bjork in Marjan Pejoski
Mirek Towski/FilmMagic

Oscar dress as performance art? The boundary-pushing Bjork channeled a swan in a Marjan Pejoski ensemble, even going so far as to drop golden eggs along the red carpet.

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Diane Keaton, 2004

Diane Keaton in Ralph Lauren
Gregg DeGuire/WireImage

Diane Keaton

took her signature boy-meets-girl Annie Hall aesthetic a step further with a Chaplin-esque suit and bowler from Ralph Lauren. Points for consistency!

05 of 18

Demi Moore, 1989

Demi Moore in her own design
Jim Smeal/WireImage

Back in the late eighties, Demi Moore took a chance on an unknown stylist-herself. Rumor has it the actress had a hand in designing her tapestry-lined gown and lace-edged biker shorts.

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Gwyneth Paltrow, 2002

Gwyneth Paltrow in Alexander McQueen
Lionel Hahn/ABACA

In contrast to the pretty pink ballgown in which she won her 1999 Academy Award, Gwyneth Paltrow chose an edgy black Alexander McQueen top and gathered taffeta skirt.

07 of 18

Cher, 1986

Cher in Bob Mackie
Photo by Eugene Adebari / Rex USA

The multi-talented Cher doesn't mess around when it comes to making red-carpet statements. Her long-time collaborator (since the days of Sonny and Cher!) Bob Mackie designed a showgirl-worthy beaded black two-piece with a towering 2-foot headpiece made of rooster feathers.

08 of 18

Uma Thurman, 2004

Uma Thurman in Christian Lacroix
Gregg DeGuire/WireImage

Uma Thurman

wore a couture Christian Lacroix ensemble-and got called Swiss Miss. "It was a beautiful dress," Thurman told InStyle. "Turns out I wore it wrong."

09 of 18

Geena Davis, 1992

Geena Davis

Nominated for Thelma and Louise, Geena Davis embodied frothy early-'90s style in a gams-baring ruffled minidress courtesy of costume designers Ruth Meyers and Bill Hargate.

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Kim Basinger, 1990

Kim Basinger
AP Photo/Reed Saxon

Presenter Kim Basinger got creative and designed her own white satin ensemble. The full-skirted gown was topped with a half-jacket that featured cryptic lettering down its single sleeve. Perhaps a tribute to her symbol-loving then-beau Prince?

11 of 18

Barbra Streisand, 1969

Barbra Streisand in Scaasi

Hello gorgeous! Barbra Streisand revealed more than she bargained for in sequined Scaasi evening pajamas. "I didn't realize the outfit was so see-through," she told InStyle. "You couldn't tell that in the dressing room, only under the bright lights." Luckily, she had an attention-grabbing accessory-a Best Actress Oscar for her role in Funny Girl.

12 of 18

Whoopi Goldberg, 1993

Whoopi Goldberg
Kevin Mazur/WireImage

This funny lady stole the spotlight when she presented at the 65th Annual Academy Awards. Bought at a Beverly Hills boutique, Whoopi Goldberg's purple satin frock coat opened to reveal a green lining and slim brocade trousers.

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Jada Pinkett Smith, 1997

Jada Pinkett Smith in Versace

With abs like that, it's no wonder Jada Pinkett Smith wanted to show them off. Her mesh metal Versace two-piece revealed the actress's flawless shape-and fashion daring.

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Faith Hill, 2002

Faith Hill in Versace
Ron Galella/WireImage

When you're going to sing "Somewhere Over the Rainbow" at the Oscars, who can blame you for choosing a sorbet-hued gown? Singer Faith Hill took on the legendary Wizard of Oz tune in a pastel Versace design.

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Angelina Jolie, 2000

Angelina Jolie in Versace

A winner for Girl, Interrupted, Angelina Jolie got gothic in a long-sleeved Versace gown and pitch-black hair extensions.

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Celine Dion, 1999

Celine Dion in Christian Dior
Peter Jordan/PA/ABACA

Singer Celine Dion tried out a twist on menswear-a 180-degree twist, that is. She showed her major flair for the dramatic in a backwards tuxedo from Christian Dior.

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Hilary Swank, 2003

Hilary Swank in Christian Dior

Taking a break from bold statement gowns, Hilary Swank chose a ballerina-inspired tulle Christian Dior gown and had her custom shoes dyed to match.

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Sharon Stone, 1998

Sharon Stone in Gap and Vera Wang
Kevin Mazur/Jason Nevader/WireImage

This one's all about the mix- Sharon Stone paired a lilac Vera Wang evening skirt with a button-down Gap shirt right out of her then-husband's closet.

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