Celebrity Transformations 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. By Krista Carter Krista Carter Krista Carter is a writer and editor with nearly a decade of experience working in beauty and fashion. InStyle's editorial guidelines Updated on January 4, 2023 @ 07:55PM Trending Videos Close this video player 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. Angelina Jolie Keep scrolling as we highlight Angelina Jolie's most memorable beauty moments from the past three decades. 01 of 24 1986 RALPH DOMINGUEZ/GLOBE 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 1991 Classmates.com/Yearbook 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. Portia’s 10 Best Outfits From 'The White Lotus' Season 2 03 of 24 1998 Ke.Mazur/WireImage 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. 25 Pixie Cuts for Any Face Shape 04 of 24 1999 Robert Spencer/Retna Jolie went platinum for Girl, Interrupted, but limited her beauty routine to Carmex and lotion. How To Go Platinum Blonde Without Destroying Your Hair 05 of 24 2000 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 2003 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 2004 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 2005 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 2007 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. 6 Updos That Are Actually Easy to Do 10 of 24 2007 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 2008 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 2009 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 2009 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. The 20 Best Red Lipsticks, Tested & Reviewed 14 of 24 2010 Steve Grantiz/WireImage Classic Angelina: Loose, voluminous locks with soft cat-eye liner and glossy lips. 15 of 24 2011 Steve Granitz/WireImage Jolie looked characteristically stunning at the Golden Globes. Chestnut-colored hair perfectly complements her skin's cool undertones. Hair Color 16 of 24 2012 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 2013 Dominic Lipinski/PA Wire/abacapress.com 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 2014 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 2015 WireImage 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 2016 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 2017 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 2019 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. 23 of 24 2019 Samir Hussein / WireImage The actress promoted her film Maleficent: Mistress of Evil with a slightly darker hair color and a classic red pout. 24 of 24 2021 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.