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With their universally flattering lengthtypically falling between the knee and the anklethese dresses offer an easy, pulled-together look that transitions seamlessly from relaxed mornings to impromptu evening plans

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Stick to darker tones like black, navy, or gray, and avoid embellishments or patterns

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And as far as versatility and longevity are concerned, it's often a safe bet to shop a designer who's helped define how a generation of American men dress

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