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Get Prep Schooled

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These broken-in straight khakis are a prepster classic, but we gave this blue pair an unexpected spin that's anything but uniform. Try a bold color combo — we love yellow — and balance the brightness with edgier elements like a sleek leather jacket and loafers punched up with leopard. The result is part prep, part downtown cool, and it totally works for a daytime casual outfit. If you want to dress it up for evening, just add a strappy heel or ankle bootie.

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