Shorts come in as many varieties as the men who choose to wear them. Whether you like relaxed fit and full coverage or close-cropped and cut-off, there are pairs out there waiting to be seized.

I have off-duty jeans, work-friendly jeans, going-out jeans, street style jeans—the list goes on. So when I say I cleaned my closet and only nine pairs made the cut, you might think I barely ...