"You're going for what your hair would look like if you put it in a bun and lay down on a hammock for two hours reading," says Monroe. "The 'I just took a nap,' relaxed, pretty look." It's the same overall concept as rumpled waves, but in an updo.
GET THE LOOK: Gather hair into a loose ponytail, then twist and wrap into a low, messy bun. Secure it with a few bobby pins; 3 or 4 should do the trick. If your hair has little natural texture, tease it a bit before twisting up so the bun doesn't unravel.