Polo Ralph Lauren Shirt, Classic Fit Plaid Oxford

Streamline your look with sleek tailored button-downs, starting with Michael Kors slim stretch cotton shirt - Classic collar, long sleeves, buttoned cuffs, button-down front, shirttail hemline - Modern slim fit - Wear with everything from jeans and cashmere pullovers to silk ties and immaculately tailored suits

When you need to impress, this shirt from No Retreat with bow tie and matching buttons will make a lasting impression.

Check classic cool style off your list with this plaid shirt from Guess.

Long sleeve? Short sleeve? Sport shirt? Dress shirt? How about all of the above? With its buttoned tabs for roll-up styling, contrast placket, and epaulet-look shoulders, this checked shirt from Sean John is meant for a man who can't seem to stay in any conventional category.