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Lands' End button down shirtCinched: The ultimate chameleon, a black shirt (Thomas Pink, $180) looks good all day—never gets grubby—and moves easily into evening. Dress it up with a wide, waist-emphasizing belt (Devi Kroell) and a bold, colorful necklace (Aldo).

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From the September 2009 issue of O, The Oprah Magazine
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