Patterned Shirt

Gitman Bros. Paisley Button Down Shirt
Buy It Now at Commonwealth, $100

Not all patterns are created equal. Make sure the pattern that you choose stands out enough to get noticed, but not too crazy or bright that it offends people on the street. This paisley shirt by Gitman Brothers has the right combination of color and pattern, making it great for Spring, and transitions well into cooler climes as a layer.