Incredible Celebrity Makeup Transformations – Top Ten

8. Angelina Jolie

As Angelina Jolie transformed from a Hollywood wild child to a humanitarian hero, her look matured from baby-faced and fresh to super-sophisticated, which Boychuk explains is because even in her darker days, she never quite overdid it.

“Although some looks have been considered extreme, she manages to pull them off with a minimalist balance,” Boychuk said. “Angelina first opted for a Marilyn-inspired look by lightening her hair to a strawberry blonde and adding curls.

Her barely-there makeup is achieved by sweeping a soft silver shadow on her lower lash line with a subdued grey shadow liner on her upper lid and one to two coats of mascara. For her complexion, she used a flat matte powdered finish — quite the opposite of the highlighted glow we see today.”

“Her next look is pure ’90s, with a slicked down pixie cut, ice blue shadow, bold winged liquid liner, bold brows, an ivory matte complexion, and a metallic mauve lip,” Boychuk said. “Fast forward a few years to the Angelina we’ve come to know: she maintains her sex appeal by going with a rich chestnut hue and soft waves, glowing complexion, tight-lined black eyeliner, and a red lip that truly give us Old Hollywood vibes.”

There’s one particular standout feature for Jolie that’s evolved over time, and it’s not her infamous pout. “Something remarkable to note would be her brows,” Mutchie said. “In the 1990s, it was stylish to over-pluck, and many people have not even been able to regrow their brows back!”