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The skirts of summer—to-the-knee, midcalf, or ankle-grazing—have a fuller silhouette that glides over hips and thighs, good news for any figure. Fabric is key: "You want something breezy, like jersey or cotton," says Glassman.
Tank and skirt, Michael Kors, $995 and $1,795. Bangle, Make Me Chic. Shoes, Manolo Blahnik.