Although we recommended a nice pair of loafers or driving shoes in most casual circumstances, a cool and classic pair of sneakers can also go a LONG way. Our favorite of the year was easily the Fragment Design x Nike Roshe LD-1000 SP. The navy and white colors are striking, the profile is slim, the balance between vintage and modern is perfect, the style is high, and they look great paired with denim or chinos. Hiroshi Fujiwara, his team at Fragment Design, and Nike did a fantastic job with this. Unfortunately, they're sold out pretty much everywhere online, but there are a dozen or so floating around on eBay in various sizes.