Izod Shirt, Monaco Plaid Shirt

Diesel delivers an incredibly detailed button-down patterned with tiny anchors, finely embroidered at the shoulder, cuff and back yoke seam, and replete with contrast buttons for an allover cool-cool-cool look.

An authoritative and confident look paired with classic plaid make this great for backyard barbecues this summer.

This handsome Kenneth Cole Reaction button down shirt is perfect for the office or the after work hang.

It's all about strategy. Make your next big move in classy checkers with this dress shirt from Bill Blass.