Red carpet fixture Angelina Jolie has made spectacular arrivals in style over the years. The actress has gone from a young starlet to an Oscar winning A-Lister with impeccable and sophisticated taste. She often opts for more traditional styles when it comes to her dresses and while she loves a good pointed-toe pump she has switched it up in the shoe department, adding a bit of flare to her usual understated style. Here, we look at some of the Oscar-winner’s best outfits and shoe moments so far.

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Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie in March 7, 1999 at the SAG Awards in a white sheath gown.

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie (L) in gray tee and black leather pants with boots at the Los Angeles premiere of “Gone In 60 Seconds on June 5, 2000.

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie at the 73rd Annual Academy Awards in a white pantsuit and white boots in 2001.

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie (L) wearing a black ball gown with pearls at the Golden Globe Awards in 2002.

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie (L) wearing a satin bodycon dress with mesh inserts and satin peep toe pumps at the “Oceans 13” premiere in 2007.

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie at the “Inglourious Basterds” Premiere wearing cream crystal gown in Cannes, France on May 20, 2009.

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie at the 14th Annual Critics’ Choice Awards in a gray asymmetrical dress and peep toe pumps on 08 Jan 2009.

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie (R) in satin pants and velvet blazer at the ‘The Tourist’ premiere in Rome, Italy on Dec. 15, 2010.

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie wearing a white gown with a split seam and satin peep toe heels at the Golden Globes in Los Angeles on Jan 15, 2012.

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Brad Pitt and Angelina Jolie (R) wearing a crystal Elie Saab dress and Ferragamo shoes at the 86th Annual Academy Awards on March 2, 2014.

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie wearing a black one shoulder dress and stilettos at the ‘First They Killed My Father’ premiere on September 11, 2017 in Toronto, Canada.

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie at The EE British Academy Awards on February 18, 2018 in a black velvet split hem gown and pointed toe pumps.

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie wearing metallic Atelier Versace gown with Cartier scorpion brooch at the World Premiere Of Disney’s ‘Maleficent: Mistress Of Evil’ on September 30, 2019.

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie in a pleated ruffle top and black trousers with pointed toe pumps at the “Maleficent” photocall in Rome, Italy on Oct. 7, 2019.

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie wears a black dress with strappy sandals at a photocall for “Eternals” in Rome, Italy, on Oct. 25, 2021.

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie attends a red carpet for “Maria” during the 81st Venice International Film Festival wearing a brown dress with a faux fur embellishment and silver platform sandals.

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie at the red carpet premiere of “Maria” during the 62nd New York Film Festival in September 2024 wearing a white dress and black strappy sandals.

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie at the “Maria” screening at AFI Fest at TCL Chinese Theatre on October 26, 2024 wearing a satin dress and black shawl.

Angelina Jolie’s Style Through the Years

Angelina Jolie’s Style Through the Years

Angelina Jolie and Knox Jolie-Pitt, at the 15th Governors Awards on November 17, 2024 in Los Angeles, California. For the occasion, Jolie wore a neutral tan halter dress.

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