Hilary Duff's Hollywood Evolution Proves She Has Always Been a Hollywood It Girl

Hilary Duff [1] has had quite the Hollywood evolution. From her breakout role as a little witch in Casper Meets Wendy to her iconic Disney Channel role [2] on Lizzie McGuire, the 34-year-old has been in the spotlight for most of her life, and she doesn't plan on stopping anytime soon. When she's not sharing sweet pictures of her son, Luca [3], Hilary is starring in Hulu's long-awaited How I Met Your Mother [4] sequel series, How I Met Your Father [5]. Over the years though, one thing has always remained: she's picture-perfect. See her transformation in her best pictures through the years.