When you’re feeling a little soft around the edges, reach for pieces with a little fluidity. J.Crew’s hand-draped skirt features pleats at the waist, and the navy blue hue is as forgiving as black but a bit more unexpected, and the below the knee length is surprisingly flattering. Top this with a gray or navy T-shirt to keep things casual or a silky tank when you want a dressier effect.
To buy: J. Crew Draped Skirt, $158