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What's new: Unlike the graphic—and dramatic—interpretations of the past few years, the latest bob is more layered and intentionally disheveled. "There's a bit more casualness to it—it's fringy on the bottom," says Cutler. Not too choppy, not too blunt.
Make it you: This style is easy and flattering—go for a soft length that hits below your chin. Ask for a cut that's more loosely graduated on the bottom, so it flips and moves, unlike the defined A-line shape that's on the outs.
Dress, Megan Park. Earrings, Elva Fields. All makeup by Clinique.