As one-half of Hollywood’s most gawked-at couple, Angelina Jolie’s red carpet appearances are so closely monitored that her gowns (or rather, the limbs they expose) inspire internet memes the day after. This kind of scrutiny leaves no room for missteps, which may explain her taste for classic, elegant shapes in solid colors and basic black. But it wasn’t always this way: the daughter of actor Jon Voight, Jolie grew up under the spotlight, and went through both goth and grunge phases in her younger, wilder, and slightly less famous years. See her best fashion moments over the years in our lookbook.