Slimming khakis

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Lean pants make the least of Elaine Grove's hips and thighs while proving that khakis don't have to look preppy: "I'm not a matchy-matchy person," she says. Short-sleeves-over-long layering gives an intriguingly offbeat vibe to the bold orange jacket (Marni, $1,101), white shirt (Brunello Cucinelli, $425), and arty necklace (Simon Alcantara). Belt, Rough Roses. Shoes, Marni.