In the long list of red carpet starlets in history, Angelina Jolie stands out for her subtle take on glamour. Never one to overdo it with accessories or jewelry, Jolie, who first started gracing red carpets in the late 1990s, bets heavily on the power of statement-making understated glitz.

Throughout the past 25 years, the Oscar winner’s style has proven that there’s no need to do too much if a good dress is in the cards. Take, for example, her many versions of the little black dress or the fact that she rarely ever wears extravagant jewelry, prints, or embellishments. Instead, Jolie prefers neutral tones, adding bits of bold colors like green and red from time to time, and wearing little to no jewelry in most of her red carpet looks. Don’t mistake her take on minimalism for nonchalantness: Jolie is a bonafide fashion girl, who recently opened her own brand, Atelier Jolie, and has collaborated with houses like Versace and Tamara Ralph throughout her career.

From leather gowns to witchy capes and statuesque dresses, these are Angeline Jolie’s best red carpet looks over the past 25 years.

At the Venice Film Festival, 2024

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Jolie presented her latest film Maria—based on the life of famed opera singer Maria Callas—at the Cannes Film Festival in a glamorous draped gown by Tamara Ralph. The beige number featured a plushy neckline and gold brooch worthy of a night at the opera.

At the Tony Awards, 2024

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The actress stayed true to curtain call-themed dressing at the Tony Awards, where she wore a strapless Versace velvet gown and matching stole. She accessorized the look with a Briony Raymond vintage yellow gold, a diamond ring by Cartier, and a large silver bangle bracelet from Alexis Bittar.

At the Rome Film Festival, 2021

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In a futuristic take to her customary glamorous styling, Jolie wore a custom Atelier Versace platinum dress at the Rome Film Festival, where she presented the film Eternals. The gown was designed in metal mesh and featured a draped corset.

At the Critics’ Choice Awards, 2018

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Jolie looked straight out of a vintage photograph in a white custom-made Ralph & Russo couture gown at the 2018 Critics’ Choice Awards. The silk crêpe pencil dress was accessorized by gray velvet pumps.

At the Critics’ Choice Movie Awards, 2015

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Never one to turn away from metallic fabrics, Jolie wore a silver metallic-silk gown with a plunging neckline and draped sleeves from Atelier Versace at the 2015 Critics’ Choice Movie Awards. The actress let the gown speak for itself and kept accessories to a minimum.

At the ‘Maleficent’ Premiere, 2014

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A vision in black, Jolie channeled her Maleficent character in a rubberized silk Atelier Versace gown. The draped strapless number was accessorized with a gold bracelet and tiny earrings.

At the Golden Globe Awards, 2012

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In a unique twist to her signature black, Jolie wore a satin Atelier Versace gown at the Golden Globe Awards in 2012. The gown’s asymmetrical red accent perfectly matched Jolie’s clutch and lip color, giving the actress a chic and classic look.

At the Academy Awards, 2012

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This Versace black strapless gown is perhaps one of the most iconic in Oscars’ history. Not just because of the gown, but because its thigh-high slit allowed Jolie to pose the only way you can with a dress like that: leg out! As usual, she kept the accessories minimal, pairing the dress with peep-toe black pumps.

At the Golden Globe Awards, 2011

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One of Jolie’s red carpet signatures is to take casual silhouettes and make them glamorous. Jolie’s long-sleeved Versace emerald gown, which she wore to the Golden Globe Awards in 2011, is a perfect example of just how well she does understated glamour.

At the Cannes Film Festival, 2011

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Jolie’s signature little black dress got to rest for a night. She took an Atelier Versace chocolate brown strapless gown for a night out at the Cannes Film Festival instead. The stain finish allowed the chocolate hue to shine bright and make a true red carpet statement.

At the ‘Salt’ Premiere in Los Angeles, 2010

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Jolie’s little black dress formula was a hit for the premiere of her 2010 film, Salt. The embellished Versace dress was all Jolie needed to land a major red carpet moment.

At the Academy Awards, 2009

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In yet another red carpet black moment, Jolie wore a sweetheart neckline Elie Saab Couture gown to the 2009 Oscars. This time, she made her accessories the focus with a pair of emerald drop earrings and a matching ring.

At the Cannes Film Festival, 2008

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Jolie may wear few bold colors, but when she does, she makes the shine. At the 2008 Cannes Film Festival, the actress wore a flowing green Max Azria Atelier gown that perfectly highlighted her pregnant bump.

At the ‘Mr. and Mrs. Smith’ Premiere, 2005

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When you play a badass spy on the screen, a red carpet moment to match is the right move. Jolie wore a leather halter Versace dress for the premiere of Mr. and Mrs. Smith that looked straight out of her character’s wardrobe. A pair of diamond drop earrings was all she needed to accessorize this statement-making dress.

At the ‘Shark Tale’ Premiere, 2004

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Jeans are not Jolie’s usual red carpet uniform. But this leopard print Celine by Michael Kors coat was enough of a glamorous addition for denim to be a fit in this look. The red pumps add a chic touch to an otherwise casual outfit.

At the Academy Awards, 2004

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Jolie traded her usual dark hues for a cream-colored satin dress by Marc Bouwer. The plunging neckline was adorned by layered necklaces. Proving that it’s a classic style, actress Sydney Sweeney stunned at the 2024 Oscars wearing the same dress—20 years later.

At the British Academy Film Awards, 2003

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 It’s safe to say that high-neck and halter styles are Jolie’s signature. She proved this at the British Academy Film Awards in 2003 in a green olive look by Colette Dinnigan.

At the Academy Awards, 2000

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Sometimes the best route to take is to wear a long black dress. The simple and classic silhouette on Jolie came courtesy of Marc Bouwer.

At the Golden Globe Awards, 1999

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Jolie kicked off her history of statement-making gowns at the 1999 Golden Globe Awards in a glimmering halter Randolph Duke dress. She looked statuesque as she took home the trophy for her performance in Girl, Interrupted.

At the Cable ACE Awards, 1997

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Jolie’s mystique is legendary in Hollywood. It’s fitting then that one of her early red carpet looks featured a witch-approved cape, paired with a silver slip dress.

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