Sometimes, all it takes to pull together a look are the right shades. I frequently go with aviators to transform a tailored outfit for work (i.e., suit and tie) into something cooler. Aviators are a classic style that most men can pull off easily, regardless of face shape, so you really can't go wrong. Think Tom Cruise in Top Gun.
For spring/summer '12, I recommend one of these new styles from Burberry. They're a modern take on the traditional frames, as you can see in the slightly squared-out shape of the lenses.
$200 and up; burberry.com
—Matthew Marden, market director at Details