Nautica Shirt, Long Sleeve Large Twill Plaid Shirt

Classic yet contemporary with its allover dot patterning, Marc by Marc Jacobs powder blue shirt is a cool choice for dressing up modern city looks - Classic collar, long sleeves, buttoned cuffs, buttoned chest pocket, hidden front button placket - Slim fit - Wear with tailored trousers and sleek leather lace-ups

There's no law saying that a striped shirt has to be preppie. Or pastel. Proof: Quiksilver draws its lines in a pattern of dark versus light, then adds on activewear-inspired details like an exterior label and branded buttons.

Pair this plaid from Tommy Hilfiger with a pair of denim or khakis and toe the line of casual cool and polished prep. (Clearance)

Stripes step out of the straight and narrow with bold colors in this sharp Tasso Elba dress shirt.