Nothing against a good old-fashioned circle, but this fall the right watch has right angles. Whether square-faced, a barrel-shaped tonneau, or the uncommon, but still arresting, rectangle, these watches have sharp corners and are sharp looking. They provide a retro touch that feels just right for right now, and are a unique choice for any man willing to think outside the box.

L.U.C. XP Tonneau ($24,730) by Chopard, at Chopard Boutique CF Sherway Gardens

Monaco ($6,250) by TAG Heuer

Da Vinci Chronograph ($13,650) by IWC, at Humbertown Jewellers

Tank MC ($12,600) by Cartier
