From classic and cool, to warmth and depth, I’ve rounded up my favorite plaid shirts boys. Plaids can be compelling when mixed with other prints as well as paired with a favorite pair of jeans or khaki pants. With the temperatures starting to drop, think of adding a warm thermal layer under the plaid flannel styles. For a luxe-lumberjack look, wear with soft grey cords and suede desert boots or always-cool high tops. For a preppy look, I like these dress shirts under a vest. For something more playful, add a just-like-dad bow tie in a complimentary tartan to a micro-check shirt. Don’t forget accessories. Use the range of plaid colors and shades to help select the right hat, gloves, tie and belt. Have fun!