Menswear Dog: J Shoes, $200
Next Level: Allen Edmonds, $345
You Only Live Luxe: Mark McNairy, $498

Wingtips and plaintoe bluchers are cool and all, but in the world #menswear, one shoe reigns supreme: the double-monk strap. Inspired by shoes worn by real, actual monks, the buckle closure and simple silhouette is what makes these so bloggable. They look great with a suit, jeans, and just about anything. Throwing these babies on guarantees lots of Instagram likes—after all, you're in this for the followers right?