Drew Barrymore
Drew Barrymore's career as a child star dates back long before the 2000s, but she gained prominence in that decade with her role in the Charlie's Angels reboot.
Seriously, even Destiny's Child referred to that movie and mentioned the angels by name. Can you believe it? In this photo, the laid-back Drew is seen wearing bootcut jeans, a khaki bomber jacket, and a slogan t-shirt. Her ever-changing hair featured cute blonde highlights pulled back in a ponytail. Since then, Drew has undergone a style transformation.
