Whether it be her natural blonde locks while starring as Mischa Barton’s love interest Alex Kelly on The O.C.or her brunette waves perfectly paired with a cat-eye flick on the red carpet, Olivia Wilde is no stranger to taking risks when it comes to her beauty game.
Over the years the actress-turned-award-winning-director has tested out multiple hair colours, experimented with liner and glittering shadows and attested to the power of a classic pink lip.
Basically, Wilde’s one of Hollywood’s most adaptive faces.
So while we await her next directorial project, Don’t Worry Darling—which stars rumoured new beau Harry Styles—we’re looking back on the actress’ most memorable and inventive beauty looks over the years.
2004; As a fresh face to Hollywood, Wilde kept things natural with honey highlights and bronzed cheeks
2004; Going dark for the first time, Wilde proved the power of keeping this simple with a subtle lip
2005; It was all about fluttering lashes, rosy cheeks and perfectly undone hair for the premiere of Alpha Dog
2007; A whispy curtain fringe and blush lips defined Wilde’s Emmy Awards look
2011; Pair a daring ponytail, newly chopped fringe and bold cat-eye and you’ve got Wilde’s perfect sultry night-time look
2011; With beauty fit for a royal, Wilde opted for a classic red lip and cat-eye while attending a premiere in London, all expertly pulled together with a black headband
2014; Ombré hair in loose waves framing the face complimented Wilde’s nude lip and purple eyeshadow at the Golden Globes
2015; For the ‘China: Through The Looking Glass’ theme at the Met Gala, Wilde showed off the perfect combination of a smokey eye and subtle feline flick
2016; Wilde brought halo braids, flawless, dewy skin and oyster-toned makeup to the Academy Awards
2016; Wilde’s plum-coloured update on the classic smokey eye worked perfectly with her burgundy dress (and piercing green eyes)
2017; Getting the chop on her flowing locks, Wilde attended the Tony Awards with a sleek, smooth bob. Add in her signature pinky-nude lips and shadow and you’ve got an award-winning look
2017; A perfectly imperfect bun, subtle flick and rosy cheeks completed Wilde’s cool-girl lunch look at the Chanel Women’s Filmmaker program
2018; Pairing a French It-girl bob, brown smokey eye and subtle feline flick at the Vanity Fair Oscars party, Wilde oozed easy glamour
2020; It was go big or go home at the 25th Annual Critics’ Choice Awards, with the actress opting for a sculptural cat-eye, keeping things simple with a sleek bun and nude lip
2020; Bringing a dramatic winged cat-eye to the Vanity Fair red carpet, Wilde’s bold makeup included a shimmering ombré effect while her lips and blush were kept neutral
Grace Back is a journalist and was formerly the Digital Culture Editor across ELLE and marie claire Australia. When not stuck in a seemingly endless Instagram scroll, you'll find Grace with her head in a good book.