The Oscars' Most Unforgettable Looks

The Oscars' Most Unforgettable Looks
Start Slideshow

1 of 19

Zoe Saldana, 2010

Jason Merritt/Getty
Avatar's Zoe Saldana chose an otherworldly Givenchy couture gown that combined a sparkling bodice with clouds of sculpted tulle.
Advertisement

2 of 19

Halle Berry, 2002

SGranitz/WireImage
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.

3 of 19

Bjork, 2001

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.
Advertisement

4 of 19

Diane Keaton, 2004

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!

5 of 19

Demi Moore, 1989

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.

6 of 19

Gwyneth Paltrow, 2002

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.
Advertisement

7 of 19

Cher, 1986

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.

8 of 19

Uma Thurman, 2004

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."

9 of 19

Geena Davis, 1992

BEImages
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.
Advertisement

10 of 19

Kim Basinger, 1990

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 19

Barbra Streisand, 1969

GLOBE PHOTOS,INC.
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 19

Whoopi Goldberg, 1993

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.
Advertisement

13 of 19

Jada Pinkett Smith, 1997

WireImage
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.

14 of 19

Faith Hill, 2002

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.

15 of 19

Angelina Jolie, 2000

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

16 of 19

Celine Dion, 1999

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.

17 of 19

Hilary Swank, 2003

SGranitz/WireImage
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.

18 of 19

Sharon Stone, 1998

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.
Advertisement
Replay gallery

Share the gallery

Up Next

  • By InStyle.com
Advertisement