On the Hollywood icon's 50th birthday, we reminisce her killer style in the '90s and '00s.

Angelina Jolie&rsquo;s star power could light a rural town for a calendar year. Since her days as a punk starlet, Jolie has approached her style with unabashed realness, even as the tabloids bristled at her more controversial actions. Some of her fashion moments are referenced today, including by her children. Two years ago, the internet couldn&rsquo;t help but compare Shiloh Jolie&rsquo;s pink buzzcut to her mother&rsquo;s own shaved head back in the late &lsquo;90s. And Zahara Jolie turned heads at the Maria premiere when she wore a silk white dress similar to the Marc Bouwer gown Jolie wore to the 2004 Academy Awards.&nbsp;
Now, a mother of six, the actress&rsquo;s rebellious era seems like a lifetime ago. At the turn of the millennium, the public&rsquo;s perception of Jolie oscillated between goodwill, revulsion, and shock as she had a brief relationship with Billy Bob Thornton and (gasp!) kissed her brother on the lips at the Academy Awards. Still, her singular talent and striking beauty secured her status as a Hollywood icon.
The launch of Jolie&rsquo;s creative space Atelier Jolie in New York City is a full circle moment in a career that has been marked with iconic style moments and philanthropic work. In an interview with <a href="https://www.vogue.com/article/angelina-jolie-digital-cover-interview-atelier-jolie">Vogue</a>, Jolie said of the business venture, &ldquo;I don&rsquo;t want to be a big fashion designer. I want to build a house for other people to become that.&rdquo;
Take a trip down memory lane and click through the gallery to see 20 of Angelina Jolie's young pictures, including some of her most iconic early looks.

Angelina Jolie at the 'Girl Interrupted' premiere in 1999. Getty Images

Angelina Jolie in a cream gown with sheer panels. Getty Images.

Angelina Jolie at the 'Playing by the Heart' premiere in 1998. Getty Images.

Angelina Jolie at the 'Tomb Raider' premiere in 2001. Getty Images.

Angelina Jolie and then-boyfriend Billy Bob Thornton at the world premiere of 'Gone In 60 Seconds' in 2000. Getty Images.

Angelina Jolie and her brother James Haven at the Vanity Fair Oscars Party in 2000. Getty Images

Angelina Jolie at the Golden Globes in 1998. Getty Images.

Angelina Jolie at a screening of 'Gia' in 1998.

Angelina Jolie on 'The Tonight Show with Jay Leno.' Getty Images.

Angelina Jolie at the 'Beyond Borders' world premiere in 2003. Getty Images.

Angelina Jolie at the premiere of 'Inglourious Basterds' in 2009. Getty Images.

Angelina Jolie at the Broadcast Film Critics Association Awards in 2000. Getty Images.

Angelina Jolie at the 'Wallace' premiere in 1997. Getty Images.

Angelina Jolie entering the 'Mr. and Mrs. Smith' premiere in 2005. Getty Images.

Angelina Jolie at the 5th Annual Screen Actors Guild Awards. Getty Images.

Angelina Jolie on the set of 'The Today Show' in 2008.

Angelina Jolie holding her son Maddox on the streets of New York City in 2007. Getty Images.

Angelina Jolie at the premiere of 'Lara Croft: Tomb Raider: The Cradle of Life' in 2003. Getty Images.

Angelina Jolie at the premiere of 'Mission: Impossible 2' in 2000. Getty Images.

See a Young Angelina Jolie, Captured in 20 Photos of the Actor Early on

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