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Angelina Jolie’s Secret History of Rebellion and Troubled Youth

Angelina Jolie’s philosophy when it comes to both her wardrobe and beauty looks could be summed up as “if it ain’t broke, don’t fix it.” 

For years now, the latter has consisted of blowout brunette locks, winged eyeliner, and either neutral or a bold red lip. 

But that wasn’t always the case with the 46-year-old Academy Award winner, who was just a teen when she kicked off her career. 

By the late ‘90s, when she won a Best Supporting Actress Oscar for her role in Girl, Interrupted, Jolie had experimented with everything from sculpted eyebrows to blue eyeshadow to a shaved head. 

Take a look back at those early alt days and see how her look transformed up to the glamorous present ahead of her 47th birthday on June 4.

1991

Jolie was just 16 when she curled her hair for this portrait session at the very start of her career.

1994

She came to embrace thin, sculpted brows, otherwise opting for a natural look.

1997

From there came an alt phase that saw Jolie repeatedly change up her hair.

1997

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

1998

Jolie toned down the edginess of her pixie cut—and paired it with blue eyeliner—at the 55th annual Golden Globe Awards.

1999

Throughout Angelina Jolie’s career, her style has evolved and transformed, reflecting the different stages of her life and the characters she has portrayed on screen. From her early days as a young actress experimenting with different looks to her current glamorous and sophisticated appearance, Jolie has always stayed true to herself.In the early ’90s, Jolie was known for her curled hair and natural makeup look. As she started to gain more recognition in Hollywood, she began to embrace thin, sculpted brows and experimented with different hair styles, from a pixie cut to a buzzcut. Jolie’s willingness to take risks with her appearance made her stand out on the red carpet and in photoshoots.As she entered the late ’90s and early 2000s, Jolie’s style became more refined and elegant. She traded in her edgy pixie cut for longer, flowing locks and opted for more classic makeup looks, like winged eyeliner and bold red lips. This transformation signaled a shift in Jolie’s career and personal life, as she became a mother and a humanitarian activist.Today, Jolie is known for her timeless beauty and impeccable sense of style. Whether she’s attending a red carpet event or making a public appearance, she exudes confidence and grace. Her signature look includes sleek, straight hair, flawless skin, and a subtle smoky eye. Jolie’s fashion choices are equally as impressive, with designer gowns that showcase her statuesque figure and fashion-forward sensibility.As we look back on Angelina Jolie’s style evolution, it’s clear that she has always been a trendsetter and a trailblazer in the world of fashion and beauty. From her early days as a young actress to her current status as a Hollywood icon, Jolie continues to inspire and captivate audiences with her talent, beauty, and grace. We can’t wait to see what the future holds for this talented and timeless actress.

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