Angelina Jolie's Beauty Evolution From Child Star to Award-Winning Actress

She's pulled off goth queen beauty, red carpet glamour — and everything in between.

Angelina Jolie with a mid-length blowout and red lips in 2017
Photo: David Crotty/Getty Images

Actress, mom, and humanitarian, Angelina Jolie does it all. And whether she's dressed to the nines on the red carpet, taking a leisurely stroll in LA, or tearing up the dance floor at her daughter's college, the Hollywood vet is a sight to be seen. As the daughter of Jon Voight and Marcheline Bertrand, Jolie was destined for greatness. Winning an Oscar at just 24, she has moved us with her imposing talent and let's not forget (okay, how could we?) jaw-dropping beauty.

Keep scrolling as we highlight Angelina Jolie's most memorable beauty moments from the past three decades.

01 of 24


11-year old Angelina Jolie with long hair and teased side bangs

Jolie's beauty was apparent from an early age (here, she's just 11 years old). Layered in pearls and lace, she oozed Hollywood glam.

02 of 24


Angelina Jolie as a high school student in '91 with long, straight hair Archive

As a student at Beverly Hills High School, Jolie already had a unique sense of style. "I wore black boots with big silver bat [charms] that dragged when I walked," Jolie has said.

03 of 24


Angelina Jolie with a sleek pixie, blue-gray shadow, and lip tint in '98

The year was 1998 (with blue eyeshadow and glosser and liner lips as proof) and the pixie-cropped actress won her first Golden Globe for TV biopic George Wallace; the following year she would receive a second statuette for her role in Gia.

04 of 24


Angelina Jolie with blonde shoulder-length hair
Robert Spencer/Retna

Jolie went platinum for Girl, Interrupted, but limited her beauty routine to Carmex and lotion.

05 of 24


Angelina Jolie long black hair and winged liner
Jim Smeal/Galella

She won an Academy Award for Girl, Interrupted wearing Morticia Addams-like black extensions and winged eyeliner. A nude lip keeps the focus on her eyes.

06 of 24


Angelina Jolie with a high ponytail, pink blush, lip gloss, and eyeliner
Theo Wargo/WireImage

The Beyond Borders star, and new mother to adopted son Maddox, lightened up both her locks and makeup for a fresh look. Her pencil-thin brows were so early aughts — and present day.

07 of 24


Angelina Jolie voluminous curls and caramel highlights
Everett Collection

The Alexander actress went for Old Hollywood glam with long retro curls and defined brows. Her caramel highlights add a nice touch of sun-kissed dimension.

08 of 24


Angelina Jolie long, voluminous hair and a nude lip
Stephen Shugerman/Getty Images

The glamorous mom-who would expand her brood with daughter Zahara and become pregnant with Shiloh-sported a voluminous '60s-inspired mane and liquid liner to the Mr. and Mrs. Smith premiere.

09 of 24


Angelina Jolie with a sleek bouffant updo, light pink lips, and liner
Sara De Boer/Retna

For the Golden Globes, the A Mighty Heart star (and mom to the newly-adopted Pax) rocked a sleek bouffant updo. "Angelina loves wearing her hair away from her face," hairstylist Ted Gibson has said.

10 of 24


Angelina Jolie loose, half-up, half down long hair
Tony Barson/WireImage

"Her mouth is so large and beautiful," makeup artist Janeen Schreyer has said of the born beauty. "I usually don't color it." Hairstylist Ted Gibson shows similar restraint: "She loves to keep a natural wave in her hair. It's more sensual."

11 of 24


Angelina Jolie with long, thick brown hair with volume at the crown
Everett Collection

Pregnant with twins Knox and Vivienne, the actress glowed in a high-volume style at the Kung Fu Panda premiere. If you've got fine hair and are looking to feign a thicker mane, invest in some volumizing hair products.

12 of 24


Angelina Jolie with a '60s-inspired updo and nude lip
Jon Kopaloff/FilmMagic

Nominated for her role in The Changeling, Jolie framed her face with an undone updo at the Screen Actors Guild Awards. Slightly volumized hair at the crown and matte pink lips are a nod to the '60s.

13 of 24


Angelina Jolie with long, caramel-highlighted hair and red lipstick
Anne-Christine Poujoulat/AFP/Getty Images

For the Cannes Film Festival premiere of Brad Pitt's Inglourious Basterds, Jolie played up her famous lips with a bright red color. Tousled, side-flipped hair keeps this beauty look from looking too overdone.

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Angelina Jolie with loose, voluminous locks, soft cat-eye liner, and glossy lips
Steve Grantiz/WireImage

Classic Angelina: Loose, voluminous locks with soft cat-eye liner and glossy lips.

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Angelina Jolie with long, thick hair, a nude lip, and green sparkly gown
Steve Granitz/WireImage

Jolie looked characteristically stunning at the Golden Globes. Chestnut-colored hair perfectly complements her skin's cool undertones.

16 of 24


Angelina Jolie with an updo, red lips, and sultry eye makeup
Frazer Harrison/Getty Images

For the Golden Globes, Jolie played up her incredible lips with a bright crimson hue. Her slicked-back updo is left a little loose, lending a softness to this otherwise bold beauty moment.

17 of 24


Angelina Jolie with long chic waves and "no makeup" makeup
Dominic Lipinski/PA Wire/

The actress attended the world premiere of fiance Brad Pitt's movie World War Z just weeks after she revealed she underwent a preventative double mastectomy. She wowed the crowd in a black, floor-length Saint Laurent gown with her caramel locks in a casual curl.

18 of 24


Angelina Jolie with long auburn hair, a smoky eye, and nude lip
David M. Benett/Getty Images

Jolie brightens up her hair with an auburn hue, but leaves her complexion and lips matte for a nice contrast.

19 of 24


Angelina Jolie with long sleek curls and voluminous lashes at the 20th Annual Critics' Choice Movie Awards

At the Critics' Choice Awards, the star oozed Old Hollywood glamor in soft waves and a silver gown by Atelier Versace. Her full, lengthy lashes open up her eyes — not to mention, have us reaching for our trusty volumizing mascara.

20 of 24


Angelina Jolie with straight dark brown hair and eyeliner
Albert L. Ortega/Getty Images

Jolie wore her hair smooth and straight and opted for a pared-down beauty look for the Kung Fu Panda 3 Hollywood premiere at the TCL Chinese Theatre. The result is simple yet stunning.

21 of 24


Angelina Jolie with a blow-out, fair skin, and red lips
David Crotty/Getty Images

The actress was back to retro curls and her classic red lip in 2017. A subtle smoky eye makes for an extra sultry finish.

22 of 24


Angelina Jolie with glossy lips, graphic liner, and a semi-bouffant

Alessandra Benedetti - Corbis / Getty Images

Jolie enhanced her baby blues with graphic liner. Paired with a semi-bouffant hairstyle, she gives off modern-day '60s vibes.

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Angelina Jolie chic updo with graphic liner and red lipstick

Samir Hussein / WireImage

The actress promoted her film Maleficent: Mistress of Evil with a slightly darker hair color and a classic red pout.

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Angelina Jolie long, chocolate brown hair and full brows

Samir Hussein / WireImage

At the UK Premiere of The Eternals, Jolie was glowing. Her radiant skin, minimal makeup, and glossy ash-brown hair prove that she is a timeless beauty.

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