Allow us to walk a slight sartorial tight rope for a moment. To the gents who turn their noses up at the thought of sandals: There's more to life than just boat shoes. When you're at the beach, a pair of simple rubber Havaianas are a good thing to have underfoot. To the young men who are wearing these farther than a stone's throw from the shore, a word of advice: When in the city, these are not meant for sidewalks, they're meant for gym showers. Of course, not all sandals are rubber thongs. And a sturdy, unadorned leather pair can work rather nicely on the right guy. Just make sure the setting is as casual as the clothes—in this case, trim Bermuda shorts, slouchy chinos or a linen suit.