“I think happiness is what makes you pretty,” actress and Flower Beauty founder Drew Barrymore once said. Aside from being a beacon of wisdom, Barrymore is also a bonafide beauty icon. Whether she’s experimenting with a dark purple lip or rocking peroxide blonde hair, the actor has taught us a thing or two about not taking ourselves too seriously—and looking good while doing it.
As she turns 50, Vogue takes a look at some of her best beauty looks.