The chunky loafer moment has been going long enough that it’s no longer a moment. It’s just where men’s footwear is, and frankly we’re fine with that. A well built loafer with a proper sole does something a sleek dress shoe can’t: it works on a Saturday with wide leg trousers and it works on a Tuesday with tailoring, without ever looking like it’s trying to bridge a gap it shouldn’t. The problem is that a thick sole can go wrong fast. Too clunky and the shoe wears you. Too fashion forward and it dates in a season. We’ve been looking specifically for loafers where the proportions are considered, the leather is worth the price, and the sole has enough substance to actually last. Penny loafers, horse bit styles, and a few cleaner silhouettes that prove the shape doesn’t need decoration to carry weight. These are the ones worth committing to.