It goes without saying that Anna wintour is an unmatched fashion icon. The 71-year-old British-American journalist is the chief content officer and global editorial director of Vogue. She’s been president of the Met Gala since 1995, and she’s the woman behind the coveted event’s top-secret guest list. That said, all eyes are on her as she walks the red carpet at the annual gala.

See the best Met Gala Dresses of all time

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Over the years, celebrities and fans of Wintour have been blessed with countless designer dresses. She constantly surprises fashion lovers with unique designs, but she almost always amazes in Chanel Haute Couture as the luxury brand of choice. She’s been doing this for nearly three decades in a row, with a few exclusions, like in 2012, when the theme honored Elsa Schiaparelli and Miuccia Prada.

Look back at the craziest, craziest and most absurd fashions on the Met Gala red carpet over the years

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Some iconic dresses that deserve special attention are the Christian Dior Haute Couture number she wore in 2003 and the floral beading design she debuted in 2019. She paired both floor numbers with a cape jacket in feathers, proving the duo is a classic statement worthy of accolades.

Celebrities recall memories of Met galas, from Kylie Jenner’s ripped dress to Brie Larson’s bathroom selfie

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Before, Us weekly rounded up ten of Wintour’s most memorable looks at the Met Gala of all time. Keep scrolling to pick your favorite look ahead of the 2021 ceremony.

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2003

Wintour succeeded in the “Goddess: The Classical Mode” theme of the Met Gala in Christian Dior Haute Couture.

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2004

The president shone in a new Christian Dior Haute Couture ensemble for “Dangerous Liaisons: Fashion and Furniture in the 18th Century”.

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2008

Wintour turned heads in a silver Chanel Couture themed “Superheroes: Fashion and Fantasy” dress.

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2009

This year the theme was “The Model as a Muse: Embodying Fashion”. The journalist wowed in a black and white Chanel Couture dress.

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2012

For “Schiaparelli and Prada: Impossible Conversations,” Wintour paid tribute to the two designers by wearing a Prada update to Elsa Schiaparelli’s famous lobster dress.

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2013

This floral Chanel Couture dress didn’t exactly epitomize this year’s theme, “PUNK: Chaos to Couture,” but it looked breathtaking.

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2015

This is how you make a statement! Wintour donned a red Chanel Haute Couture column dress to suit the theme of “China: Through the Looking Glass: Madonna”.

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2016

We are obsessed with the fringe details and the elegant embellishments of this Chanel Couture number. The theme for this year? “Manus X Machina: Fashion in the Age of Technology.

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2018

As (almost) always, Wintour walked the red carpet disguised as “Cardinal Chanel” for the theme “Celestial bodies: fashion and Catholic imagination” of the gala.

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2019

Wintour paid homage to the late Karl Lagerfeld by wearing a floral dress and feathered cape designed by the former artistic director of Chanel. This year’s theme was “Camp: Notes on Fashion”.

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