Every Met Gala look Anna Wintour has worn since she began running the show in 1995
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- Anna Wintour, Vogue's editor in chief, has co-chaired nearly every Met Gala since 1995.
- Wintour, 74, calls the shots, including who gets invited.
- Ahead of this year's event on Monday, take a look at Wintour's Met Gala stylebook over the years.
It's hard to picture a Met Gala without Anna Wintour.
Since 1995, Vogue's editor in chief has played an integral role in organizing the most talked-about fashion event of the year, founded in 1946 as a fundraiser for the Metropolitan Museum of Art's Costume Institute.
With Wintour, now 74, at the helm, the gala became more extravagant. As the guest list became increasingly star-studded, the prices of coveted tickets skyrocketed from around $2,000 to $50,000.
Author Amy Odell, who wrote "Anna: The Biography," told Grazia in 2016 that Wintour wields considerable control over how the Met Gala runs and, importantly, who gets an invite.
While she doesn't choose the theme, Wintour is known to approve almost every outfit worn on the gala's famous red carpet.
Ahead of this year's event on May 6 — which Wintour will co-chair with Zendaya, Chris Hemsworth, Jennifer Lopez, and Bad Bunny — here is every outfit she's worn for fashion's biggest night.
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For her debut as a Met Gala co-chair, Wintour nailed the straightforward theme of the night in a sleek, silky-looking floor-length white gown with matching opera gloves and minimal jewelry.
The look was refined and elegant, encapsulating the "Haute Couture" theme of the 1995 Met Gala, sponsored by designers Karl Lagerfeld and Gianni Versace.
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The 1997 Met Gala paid homage to Gianni Versace, who died after being shot in Miami months prior.
The late designer was known for his love of working with metal embellishments and gold tones, so it's no wonder that Wintour took that on board with her look for the evening: a shimmery, liquid-like gold gown with thin spaghetti straps. She paired it with coordinating stilettos and a sparkly silver necklace.
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Wintour's look, a lightweight gold slip dress paired with a silver necklace and two bracelets, didn't exactly scream "Cubism and Fashion."
But, in Wintour's defense, the trend of wearing an outfit that nodded to the Met Gala theme wasn't huge at the time.
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In 1999, Wintour graduated from being a standard co-chair to officially taking the reins as the Met Gala's chairperson. That year, the theme was "Rock Style," highlighting how iconic performers like Elvis Presley, Aretha Franklin, and Alice Cooper, among others, influenced style trends.
Unlike the previous year, Wintour didn't shy away from the theme. Her eclectic John Galliano couture look consisted of a purple embellished skirt with a patterned white top layered under a tanned fur stole.
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The 2000 Met Gala failed to go ahead after an exhibit on the works of Coco Chanel was canceled, but the event returned in 2001 with a gala dedicated to the late Jacqueline "Jackie" Kennedy Onassis and her fashion legacy. The former first lady is remembered for her sophisticated wardrobe that included vibrant dresses, pillbox hats, turtleneck long sleeves, and chic evening gowns.
Wintour arrived at the Met that year in a timeless ensemble: a floor-length gown comprised of a classic flowing white skirt and a shimmery baby-blue, high-neck top with floral embellishments and shoulder pads.
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Wintour's ethereal Christian Dior look was perfect for the 2003 Met Gala's "Goddess: The Classical Mode" theme, the first held after a hiatus in 2002 following the 9/11 attacks.
The Vogue editor's look consisted of a silky floor-length loose white gown paired with silver strappy stilettos and a cropped fringed shawl-style cardigan.
Her final accessory? Wintour's iconic black sunglasses, which she later told CNN she likes to wear to "avoid people knowing what [she's] thinking about."
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Wintour partnered with Christian Dior again for her look at the 2004 Met Gala. She wore a pastel-green silk dress embellished around the neckline, which she paired with a crystal-encrusted jacket with exaggerated shoulder pads.
The look is one of the most eclectic that Wintour has worn to the Met Gala throughout the years, but it was in line with the theme of the year, which focused on the "refined elegance and delicate voluptuousness" of interiors and style during the 18th century, according to the Metropolitan Museum website.
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Wintour stayed on theme in an asymmetrical white Coco Chanel gown and a coordinating cardigan with floral appliqués. She accessorized with silver heels and a statement pearl necklace with a fringed pendant.
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"AngloMania: Tradition and Transgression in British Fashion" was the theme of the 2006 Met Gala.
While Wintour opted not to work with a British designer on her look for the evening, instead choosing Chanel, her ensemble oozed English elegance. It consisted of a black sequined gown with pink rose details along the train and chest, and a flowing beige coat — perhaps a high-fashion nod to the iconic Burberry trench coat.
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In 2007, the Met Gala theme was "Poiret: King of Fashion," in honor of Paul Poiret, a designer famous for influencing the transition in women's fashion from corsets to looser clothing items.
For the event, Wintour wore a sequined Chanel gown with a segment of black and white scales embroidered down the center and on the shoulders.
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Wintour arrived on the red carpet in a silver Chanel gown designed by Karl Lagerfeld. The dress featured shell-shaped padding along the waist and shoulders.
The ensemble looked like it could've been pulled from the costume department of an epic sci-fi movie, proving she nailed the event's fantasy theme.
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Chanel designed her white dress, featuring a black oval pattern.
While it was one of the safer looks Wintour has worn to the Met Gala, it featured a few playful details, such as pointed shoulders and a thick black belt.
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She paired the silver Chanel dress with a sequin-heavy silver jacket and a necklace.
While elegant, it isn't Wintour's most on-theme Met Gala look of all time, given the event was themed "American Woman: Fashioning a National Identity."
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The theme for the 2011 Met Gala was "Alexander McQueen: Savage Beauty," in honor of the late British designer known for his originality and meticulous tailoring.
Honing in on McQueen's mastery of tailoring, Wintour opted for a fitted Chanel gown decorated with tiny multicolored sequins to recreate a bold ombré pattern. It also had a section of gold sequins running down the center.
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The 2012 Met Gala's theme paid tribute to two iconic Italian designers: Elsa Schiaparelli and Miuccia Prada.
In line with "Schiaparelli and Prada: Impossible Conversations," Wintour chose to wear a textured white Prada gown with a white fur stole.
The dress may have been Prada, but that doesn't mean Wintour forgot about Schiaparelli. Her gown featured a large gold lobster, a not-so-subtle nod to the "lobster dress" Elsa Schiaparelli made in 1937.
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Wintour wore a floral Chanel dress with white stilettos.
To the untrained eye, the gown might not scream "punk," but the DIY-inspired pattern and the fact that a couture house created the dress nailed the theme.
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Wintour's Chanel gown had a sheer neckline and featured an array of red, blue, beige, and black flower petal appliqués. She accessorized with gold heels and a chunky silver necklace.
The ball gown was in line with the theme of the night, which paid tribute to the late designer Charles James, who was known for his "sculptural" and "scientific" approach to dressmaking, according to the Metropolitan Museum website.
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The dress, designed by Chanel, was covered in varying-sized floral appliqués in orange and red hues.
Wintour's color palette for the night was a subtle nod to the theme of the evening, "China: Through the Looking Glass."
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Joining forces with Chanel for yet another Met Gala, Wintour arrived on the red carpet in a floor-length beaded gown with fringe detailing along the sleeves and train and light-brown feathers stitched around the chest.
The intricate detail throughout the dress paid tribute to the "Manus x Machina: Fashion in an Age of Technology" theme, which delved into how fashion designers create through their handiwork and machinery.
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The 2017 Met Gala was themed after Rei Kawakubo, a Japanese designer known for challenging classic silhouettes by playing with asymmetry and dress construction.
For the event, Wintour honored the theme and Kawakubo by wearing a technically adventurous Chanel gown that featured heavy embellishments, a feathery white skirt, and a semi-sheer train.
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The 2018 Met Gala theme, "Heavenly Bodies: Fashion and the Catholic Imagination," is among the most popular in recent history.
Wintour served a master class in abiding by the dress code when she arrived in a silver Chanel halterneck gown overlayed with a sheer cream fabric that had two delicate cutouts around the neck. The best part of her look had to be her dark silver rosary, which fit the theme perfectly.
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The 2019 Met Gala's theme, "Camp: Notes on Fashion," was about bold, exaggerated, playful looks.
Wintour, wearing Chanel again, nailed the assignment in a pink gown covered in pastel flowers and a coordinating pink-and-purple feathery stole.
Her outfit won the praise of Rihanna, who wrote on X that Wintour was the "best dressed" attendee of the Met Gala that year, E! News reported.
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"In America: A Lexicon of Fashion" was the 2021 theme of the Met Gala, paying tribute to the evolution of fashion and culture in the US.
Wintour broke from her tradition of wearing Chanel by choosing an Oscar de la Renta dress. Boldly printed with sunflowers, lilacs, and posies, the long-sleeved dress featured ruffles along the train and neckline.
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It seems that Wintour and Chanel cannot be separated for longer than a year. In 2022, for the "Gilded Glamour" dress code, the Vogue editor in chief opted for a rainbow-colored dress embellished with tiny beads.
She added a touch more glamour with a coordinating feathery poncho.
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Lagerfeld, who died in February 2019 at age 85, was a fashion juggernaut best known for serving as the creative director of Chanel.
Paying tribute to the designer, whom she was close friends with for decades, Wintour attended the 2023 Met Gala in a white skirt and a sparkly sequined pattern coat designed by Chanel.
She also arrived alongside actor Bill Nighy, briefly stirring up romance rumors until his spokesperson told People they are simply "great friends."
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