Hollywood’s favourite Dark Queen, Angelina Jolie has always been one to watch onscreen, red carpets and beyond. From juicy relationship scandals to her philanthropic work as a special envoy for the United Nations, and everything in-between, we’re putting a spotlight on the A-lister’s style evolution just in time for her 45th birthday!
Angelina Jolie keeps it short at the Golden Globes in 1998
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Angelina Jolie makes it a family affair at the Golden Globes in 1999
Side note: Remember when Jolie locked-lips with said brother?
Angelina Jolie scores some hardware — and makes headlines for an infamous kiss — at the Academy Awards in 2000
Another actress who’s been known to dabble in gothic styling over the years, check out the style evolution of Winona Ryder.
Angelina Jolie is badass at her film premiere in 2001
Angelina Jolie is all glam for the Golden Globe Awards in 2002
Check out the style evolution for everyone’s favourite “cool girl”, Zoe Kravitz.
Angelina Jolie lets her hair down at a film premiere in 2003
If we had to guess, we’d say Jolie’s glow and mega-watt smile here had something to do with her recent adoption of first child, Maddox, who Jolie noted at the time as being the biggest motivation behind her commitment to leading a less “self-destructive” life. Let's be honest, she's a single mom who is totally inspiring.
Angelina Jolie is an earth-angel at the Academy Awards in 2004
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Angelina Jolie goes by “Mrs. Smith” at a film premiere in 2005
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Angelina Jolie and Brad Pitt are the real deal at a film premiere in 2006
Fun fact: Brad Pitt would be husband number three for Jolie, but it might have been number four if her long-standing relationship with model Jenny Shimizu in the late ‘90’s had panned out. Of her love affair with the model-actress that coincided with her first marriage to Jonny Miller, Jolie has said: "I would probably have married Jenny if I hadn't married my husband. I fell in love with her the first second I saw her."
Angelina Jolie shines bright in Cannes in 2007
Angelina Jolie returns to Cannes in 2008
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Angelina Jolie nails it at the Cannes Film Festival in 2009
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Angelina Jolie has us seeing red at a film premiere in 2010
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Angelina Jolie rocks emerald jewel-tones for the Golden Globe Awards in 2011
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Angelina Jolie tries a peplum style at a film premiere in 2013
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Angelina Jolie sparkles at the Academy Awards in 2014
Angelina Jolie suits up for the British Film Awards in 2014
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Angelina Jolie and perfect pleats at a film premiere in 2017
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Angelina Jolie continues to experiment at a photo call in 2019
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