Her first step? Shedding her "baby sister" image for something more edgy. Sure, Cyrus is still in high school, but she's no stranger to the red carpet, and she doesn't play it safe — which is good news for those of us watching. She's had orange color, double buns, and blunt bangs. And she's also a big fan of doing her own makeup (how rare is that in Hollywood?). We caught up with the songstress earlier this week to get the inside scoop on her favorite (and not-so-favorite) looks over the years. Check 'em out in the slides ahead.