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Plaid flannels sum up all-American style, preppy or punky with a slight workwear vibe. Whether you're buttoning yours all the way up or layering it over a crisp white T-shirt for a relaxed look, the classic pattern needs to be in your wardrobe. Look to Saint Laurent's selection for an slim-fit style or choose from both Madewell and J.Crew's offerings of boyfriend-fit alternatives.