All of Angelina Jolie’s Golden Globes Red Carpet Dresses: The Viral Leg Look and More Through the Years

Angelina Jolie is in the running for her fourth Golden Globes win at this year’s annual award ceremony, receiving her ninth nomination for her role in “Maria,” in which she plays the titular soprano, Maria Callas. 

The biopic, which had its world premiere at the Venice Film Festival in August, is set in 1970s Paris and follows the final years of Callas’ life, including her relationship with Greek business magnate Aristotle Onassis.

The actress and humanitarian has always stunned at the Golden Globes, making a splash (literally) in 1999 when she attended in a crystal-embellished dress and won an award for her role in “Gia.” Jolie famously celebrated her win by jumping into the pool at The Beverly Hilton after-party while still wearing the glittering gown.

While Jolie’s outfit for this year’s ceremony is still up in the air — thanks to a recently broken toe, she might even go barefoot, as she did on Dec. 6 to the “Tonight Show Starring Jimmy Fallon.” Throughout the years, Jolie has arrived in elegant gowns, showing off her penchant for cream, black, and plenty of sparkle. 

Below, WWD looks at all of Angelina Jolie’s Golden Globes looks throughout the year.

Angelina Jolie, 1998 Golden Globes

angelina jolie golden globes red carpet dress, Angelina Jolie at the 1998 Golden Globe Awards in Los Angeles. (Photo by Jeff Kravitz/FilmMagic, Inc)

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Angelina Jolie at the 1998 Golden Globe Awards in Los Angeles.

Image Credit : FilmMagic, Inc

For her first time attending the awards ceremony, Jolie wore a sparkling champagne gown, throw and heels. She won Best Performance by an Actress in a Supporting Role in a Series, Limited Series or Motion Picture Made for Television for her performance in “George Wallace.” In a post-win interview, she said she was “really, really happy” about the achievement.

Angelina Jolie, 1999 Golden Globes

angelina jolie golden globes red carpet dress, BEVERLY HILLS, CA - JANUARY 24:  Actress Angelina Jolie arrives during The 56th Annual Golden Globe Awards - Red Carpet at Beverly Hilton Hotel on January 24, 1999 in Beverly Hills, California.  (Photo by Ron Davis/Getty Images)

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Angelina Jolie arrives during The 56th Annual Golden Globe Awards – Red Carpet at Beverly Hilton Hotel on January 24, 1999 in Beverly Hills, California.

Image Credit : Getty Images

Angelina Jolie amped up the glamour in 1999, wearing a crystal-embellished dress with silver wedges. The dress perfectly offset the Golden Globe Award she won for Best Actress in a mini series for “Gia.” After her win, Jolie jumped in a pool on a dare, where the award show was held.

Angelina Jolie, 2000 Golden Globes

angelina jolie golden globes red carpet dress, brother james haven, Angelina Jolie during 57th Annual Golden Globe Awards - Arrivals at Beverly Hilton Hotel in Los Angeles, California, United States. (Photo by Ke.Mazur/WireImage)

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Angelina Jolie during 57th Annual Golden Globe Awards – Arrivals at Beverly Hilton Hotel in Los Angeles.

Image Credit : WireImage

Accompanied by her brother, James Haven, Jolie wore a white stain slip, overcoat, and nude heels. After winning Best Performance by an Actress in a Supporting Role for her role in “Girl, Interrupted,” the siblings later kissed to celebrate Jolie’s win.

Angelina Jolie, 2001 Golden Globes

angelina jolie golden globes red carpet dress, billy bob tattoo, versace, 384517 01: Actress Angelina Jolie arrives at the 58th annual Golden Globes January 21, 2001 at the Beverly Hilton Hotel in Beverly Hills, CA. (Photo by Newsmakers)

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Angelina Jolie arrives at the 58th annual Golden Globes Jan. 21, 2001 at the Beverly Hilton Hotel in Beverly Hills, CA.

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At the 58th annual Golden Globes, Jolie channeled Old Hollywood glamour in a strapless satin Versace gown. The dress showed off a bicep tattoo which the actress later covered up, which said “Billy Bob” for her now-ex husband Billy Bob Thornton. 

Angelina Jolie, 2002 Golden Globes

angelina jolie golden globes red carpet dress, Angelina Jolie and Billy Bob Thornton attend the 59th Annual Golden Globe Awards at the Beverly Hilton Hotel January 20, 2002 in Beverly Hills, CA. (Photo by Vince Bucci/Getty Images)

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Angelina Jolie and Billy Bob Thornton attend the 59th Annual Golden Globe Awards at the Beverly Hilton Hotel January 20, 2002 in Beverly Hills, CA.

Image Credit : Getty Images

The next year, Jolie arrived with her beau Billy Bob Thornton in tow. The couple matched in black and white ensembles, Jolie accessorizing her dress and stole with a strand of pearls and striking eyebrows.

Angelina Jolie, 2007 Golden Globes

angelina jolie golden globes red carpet dress, JANUARY 15:  Actors Brad Pitt and Angelina Jolie arrive at the 64th Annual Golden Globe Awards at the Beverly Hilton on January 15, 2007 in Beverly Hills, California.  (Photo by Kevin Winter/Getty Images)

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Brad Pitt and Angelina Jolie arrive at the 64th Annual Golden Globe Awards at the Beverly Hilton on January 15, 2007 in Beverly Hills, California.

Image Credit : Getty Images

Jolie arrived at the 2007 Golden Globes in a softly pleated gray gown from St. Johns and golden jewelry from D’Orazio. She attended the ceremony with her then-husband Brad Pitt, who was nominated for his role in “Babel” that year. The couple divorced in 2019.

Angelina Jolie, 2009 Golden Globes

angelina jolie golden globes red carpet dress, BEVERLY HILTON, CA - JANUARY 11:  Actress Angelina Jolie arrives at the 66th Annual Golden Globe Awards held at the Beverly Hilton Hotel on January 11, 2009 in Beverly Hills, California.  (Photo by Frazer Harrison/Getty Images)

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Angelina Jolie arrives at the 66th Annual Golden Globe Awards held at the Beverly Hilton Hotel on January 11, 2009 in Beverly Hills, California.

Image Credit : Getty Images

Jolie debuted a different dress silhouette at the 2009 ceremony with intricate silver-y beading. The actress was nominated for Best Performance by an Actress in a Motion Picture – Drama for her role in “Changeling.”

Angelina Jolie, 2011 Golden Globes

angelina jolie golden globes red carpet dress fashion style outfit, BEVERLY HILLS, CA - JANUARY 16:  Actress Angelina Jolie arrives at the 68th Annual Golden Globe Awards held at The Beverly Hilton hotel on January 16, 2011 in Beverly Hills, California.  (Photo by Jason Merritt/Getty Images)

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Angelina Jolie arrives at the 68th Annual Golden Globe Awards held at The Beverly Hilton hotel on January 16, 2011 in Beverly Hills, California.

Image Credit : Getty Images

Nominated for Best Performance by an Actress in a Motion Picture – Musical or Comedy in “The Tourist,” Jolie sparkled in an emerald green gown that cinched in at the waist.

Angelina Jolie, 2012 Golden Globes

BEVERLY HILLS, CA - JANUARY 15:  Actress Angelina Jolie arrives at the 69th Annual Golden Globe Awards held at the Beverly Hilton Hotel on January 15, 2012 in Beverly Hills, California.  (Photo by Frazer Harrison/Getty Images)

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BEVERLY HILLS, CA – JANUARY 15: Actress Angelina Jolie arrives at the 69th Annual Golden Globe Awards held at the Beverly Hilton Hotel on January 15, 2012 in Beverly Hills, California. (Photo by Frazer Harrison/Getty Images)

Image Credit : Getty Images

Jolie wore a striking champagne Versace dress that featured a pop of red, accessorizing with a scarlet clutch and lip. Nominated for Best Motion Picture – Non-English Language for “In the Land of Blood and Honey,” a month later, Jolie wore a similar Versace dress with a thigh-high split at the 2012 Academy Awards. That dress became a viral sensation, with online commentators obsessing over Jolie’s right leg.

Angelina Jolie, 2018 Golden Globes

angelina jolie golden globes red carpet dress fashion style outfit,
BEVERLY HILLS, CA - JANUARY 07:  Actor/director Angelina Jolie (L) and son Pax Thien Jolie-Pitt attend The 75th Annual Golden Globe Awards at The Beverly Hilton Hotel on January 7, 2018 in Beverly Hills, California.  (Photo by Frazer Harrison/Getty Images)

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Angelina Jolie (L) and Pax Thien Jolie-Pitt attend The 75th Annual Golden Globe Awards at The Beverly Hilton Hotel on January 7, 2018 in Beverly Hills, California.

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In 2018, Jolie attended the Golden Globes with her son, Pax Jolie-Pitt. Nominated for Best Motion Picture – Non-English Language for “First They Killed My Father,” Jolie wore a dramatic black gown featuring a sheer overlay with a feather-y trim. Jolie-Pitt sported a black tuxedo, accessorizing with a “Time’s Up” pin.

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