1986
With her full lips and bright blue eyes, the 11-year-old daughter of Jon Voight and Marcheline Bertrand was clearly destined to be a spectacular beauty.
1991
As a student at Beverly Hills High School, Jolie was an unknown quantity. "I wore black boots with big silver bat [charms] that dragged when I walked," Jolie said earlier. "I wasn't aware of how I looked, but apparently I looked really creepy."
1998
The pixie-cropped actor won her first Golden Globe for TV biopic George Wallace. The following year she would receive a second statuette for her role in Gia.
1999
She went platinum for Girl, Interrupted, but limited her beauty routine to Carmex and lotion.
2003
The Beyond Borders star, and new mother to adopted son Maddox, lightened up both her locks and makeup for a fresh look.
2007
"Her mouth is so large and beautiful," makeup artist Janeen Schreyer has said of the born beauty. "I usually don't colour it." Hairstylist Ted Gibson shows similar restraint. “She loves to keep a natural wave in her hair. It's more sensual,” he said.
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2008
Pregnant with twins Knox and Vivienne, the actress glowed in a high-volume style at the Kung Fu Panda premiere.
2013
Jolie attended the world premiere of then fiancé 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.
2016
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.
2017
She was back to retro curls and her classic red lip in 2017.
2018
Only blossoming with age, the red pout seems to have become a regular in Jolie’s makeup routine. The 42-year-old is definitely both beauty and brains.
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