My Favorite Oscar Looks of All Time

It’s Oscar Sunday: the pinnacle of award show season and the equivocal super bowl for many a movie goer. I mark the Academy Awards on my calendar-it’s that big of a deal-and not just because I have an excuse to watch a top-notch assemblage of films the week leading up to the big night. Each year I sit on the edge of my seat, ballot in hand, oohing and ahhing over the stunning fashion and sulking over Leo’s losses.

This is not a directory of memorable Oscar gowns; any look can be memorable, but not every look can be iconic. The shock value of an outlandish red carpet look dies down and its value is eventually buried in a photo essay somewhere titled, “The Top 10 Worst Oscar Gowns Ever.”

The following Oscar looks are each iconic in their own right. Some are minimal; Angelina Jolie’s Lorraine Schwartz 115-carat Colombian emerald drop earrings and matching 65-carat ring completely stole the spotlight from her simple Elie Saab gown in 2009, but those earrings are still being duped. Some looks are extravagant; Amy Adams’ dusty grey and princess-worthy Oscar de la Renta gown commanded the red carpet in 2013. Yet each share an underlying classicality, a candor key to any Oscar look with staying power. Every year this list will change and grow, and I can’t wait to add to it.

The 89th annual Academy Awards, hosted by Jimmy Kimmel, will air Feb. 26 at 7p.m. Eastern on ABC. To keep up with the latest Oscar news, visit Oscar.go.com.

Grace Kelly (1929 – 1982), pictured with actor Edmond O’Brien (1915 – 1985), in Edith Head at the 27th Academy Awards, held at the RKO Pantages Theatre on March 30, 1955

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Elizabeth Taylor (1932-2011), pictured with husband Richard Burton (1925 – 1984), in Edith Head at the 42nd annual Academy Awards, held at the Beverly Hilton Hotel on April 7, 1970

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Audrey Hepburn in Givenchy at the 26th annual Academy Awards, held at the NBC Century Theatre in New York City on March 25, 1954

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Lauren Hutton in Halston at the 47th annual Academy Awards, held at the Dorothy Chandler Pavilion on April 8, 1975

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Archived photo by Ron Galella

Farrah Fawcett, pictured with Marcello Mastroianni, in Stephen Burrows at the 50th annual Academy Awards on April 3, 1978 (photo by ABC Photo Archives/ABC via Getty Images)

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Gwyneth Paltrow in Ralph Lauren at the 71st annual Academy Awards, held at the Dorothy Chandler Pavilion on March 21, 1999

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Halle Berry in Elie Saab at the 74th Annual Academy Awards, held at the Kodak Theater on March 24, 2002

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Charlize Theron in Gucci at the 76th annual Academy Awards, held at the Kodak Theater on Feb. 29, 2004

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Angelina Jolie in Ellie Saab dress and Lorraine Schwartz jewelry at the 81st annual Academy Awards, held at the Kodak Theatre on February 22, 2009

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Zoe Saldana in Givenchy Couture at the 82nd Annual Academy Awards held at the Kodak Theatre on March 7, 2010

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Jennifer Lawrence in Calvin Klein at the 83rd annual Academy Awards, held at the Kodak Theatre on Feb. 27, 2011

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Mila Kunis in Elie Saab at the 83rd annual Academy Awards, held at the Kodak Theatre on Feb. 27, 2011

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Amy Adams in Oscar de la Renta at the 86th annual Academy Awards, held at the Hollywood & Highland Center on Feb. 24, 2013

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Lupita Nyong’o in Prada at the 86th annual Academy Awards, held at the Hollywood & Highland Center on March 2, 2014

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Alicia Vikander in at the 88th Annual Academy Awards, held at Hollywood & Highland Center on February 28, 2016

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