Anjelica Huston, 1986
Daring to say the least. Back in the ‘80s, this look was surely an eye-opener. Huston rocked the asymmetrical look with an emerald green satin dress designed by Tzetzi Ganev. We love her boldness and confidence in this ensemble!
Jodie Foster, 1989
Foster won Best Actress that year for her role in The Accused. While we sure she deserved that Oscar, we are not so sure about the dress that accompanied it. It looks like a prom dress and the nude stockings really are a no-go!
Marisa Tomei, 1993
Tomei dazzles in this lovely Chanel Haute Couture gown. With a simple white satin gown, elegant full-length gloves and black piping down the sides, Tomei was dressed to impress when she unexpectedly won Best Supporting Actress for her role in My Cousin Vinny.
Holly Hunter, 1994
Holly Hunter looks exquisite in this tight-fitting, classic black, Vera Wang dress that complements her smashing body. Her hair is also simple yet sophisticated and we have to say, this look works for her. She won Best Actress in the movie The Piano.
Susan Sarandon, 1996
Susan wore a very bronzed-out ensemble. Her Dolce & Gabbana ballgown is paired with bronze sunglasses, hair, and shawl. No one could miss her on the red carpet or when she accepted her award for Best Actress.
Helen Hunt, 1998
Helen Hunt won Best Actress that year and wore an ice blue, elegant, and classy Tom Ford for Gucci dress. This kind of dress will never go out of fashion and Helen’s gown choice is something written in The Oscar’s hall of fame.
Gwyneth Paltrow, 1999
Another one of the most iconic and favorite Oscar dresses of all time. Paltrow dazzled in this beautiful baby pink satin ensemble. Designed by Ralph Lauren, this fitting gown is still one of the most talked-about looks over the years.
Angelina Jolie, 2000
The start of the millennium saw a lot of different looks being worn on the red carpet. Jolie wears a clean, black, and floor-length gown by Versace. This simplistic look looks amazing on Jolie’s figure and we can safely say she stole the spotlight.
Hilary Swank, 2000
We love this daring color that Swank chose for her look when she won Best Actress for Boys Don’t Cry. What we simply cannot take our eyes off is the exquisite, bold, and luxurious necklace she paired the dress with. Just wow!
Julia Roberts, 2001
When Roberts won Best Actress for Erin Brokovich, she chose a lovely, clean, and asymmetrical dress made by Valentino in 1992. While we can’t help but notice that it looks similar to Marisa Tomei’s gown, Roberts looks stunning as always.
Halle Berry, 2002
Who could ever forget this epic win? Also, we adore this Elie Saab gown that Halle wore for her historic win. The dress, the win, the speech…everything was a fabulous ensemble and it’s definitely an Oscar look that tops the list.
Catherine Zeta-Jones, 2003
Versace pulled off this amazing maternity look for Catherine with elegance and style. Catherine was nine months pregnant when she won Best Supporting Actress for her role in Chicago. We love the flowy features and the touch of sparkle.
Nicole Kidman, 2003
That same year, Nicole Kidman take away the award for Best Actress for the movie The Hours. We love how she strutted her look with grace and confidence. She opted for a Jean Paul Gaultier dress and gave off a classic Grace Kelly vibe.
Charlize Theron, 2004
South African-born beauty Charlize Theron won Best Actress and also stole the red carpet in 2004 with a sparkling Gucci gown. Charlize topped off her look with intricate jewelry pieces. Did we also mention how much we love her Old Hollywood wavy hair?
Reese Witherspoon, 2006
Sometimes wearing a classic vintage gown can also bring attention and that’s exactly what Reese managed to pull off. Wearing an intricate vintage Dior gown from 1955, Reese looked absolutely fabulous while accepting her Best Actress award for Walk The Line.
Jennifer Hudson, 2007
Jennifer Hudson won Best Supporting Actress for Dreamgirls and she totally blew the red carpet with her look. We love how this Oscar De La Renta dress complements Hudson’s figure. The color is amazing and she simply dazzles with her lovely vibe and personality.
Marion Cotillard, 2008
This mermaid-inspired dress designed by Jean Paul Gaultier is just unique, to say the least. The choice of color is great as it accentuates the beautiful fabric scales. Cottilard won Best Actress that year and she surely accepted her award looking gorgeous.
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