Discover Angelina Jolie's Timeless Beauty Transformation Through The Years, From A Sweet Girl To A Charming Woman

Jessica Wilson

Actress Angelina Jolie has been a beauty icon for decades, and her transformation over the years has been fascinating to watch. 

In the early days of her career, she was known for her striking features, including her full lips and high cheekbones. As time flies, she began to experiment with different hairstyles, from long and wavy to short and sleek. She also developed a more refined sense of style, often opting for elegant and classic looks on the red carpet. In the last few years, Jolie has embraced a more natural look, emphasizing her flawless skin and minimal makeup. 

It’s undeniable that her beauty transformation has been a reflection of her evolution as an actress, activist, and woman.

1991

At age 16, Jolie looked lovely and innocent in her curly hair for a portrait session. 

1994

Everyone was obsessed with her natural look, especially thin, sculpted brows. 

1997

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It was just shy of a buzzcut at the New York premiere of Playing God.

1998

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At the 55th Golden Globe Awards, Jolie wore a pixie cut that was less edgy and complemented it with blue eyeliner.

1999

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The actress came to the 1999 Screen Actors Guild Awards in her short, lightly curly hair boosted her glamour.  

2000

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She went with a blueish-grey hue, seen here at the 57th annual Golden Globe Awards.

2001

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Everyone was surprised with her long curly hair at the Los Angeles premiere of Original Sin.

2001

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The actress also looked manly at "Tomb Raider" premiere in Los Angeles.

2004

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She embraced her current natural glowing look, topped off with winged eyeliner, around 2004, here at the Los Angeles premiere of Sky Captain and the World of Tomorrow.

2005

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Jolie looked so hot in a black dress and her neutral lips at the Los Angeles premiere of Mr. and Mrs. Smith.

2007

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She wore a glamorously disheveled updo and an eye-catching yellow outfit to the Ocean's Thirteen premieres at the Cannes Film Festival.

2008

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Her glowing locks at the 14th Annual Screen Actors Guild Awards featured more for her stunning look.

2010

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She returned to bangs—this time with highlights—at the London premiere of Salt.

2012

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Jolie looked glamorous at the 84th Academy Awards, sporting a bright red lip.

2017

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Everyone couldn't take their eyes off her statement earrings hair back into a ponytail at the Los Angeles premiere of Maleficent.

2018

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She went with a less conventional shade of red lip at the 23rd annual Critics’ Choice Awards.

2021

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At the movie’s Rome Film Fest premiere just eight days later, she was back to her classic look, this time with wavy, shorter hair.