There might be no dress shoe more versatile than a double monk-strap loafer. It looks good with a suit, a crisp pair of jeans, and, really, anything in between. The buckles provide just enough detail, so choose one in rich leather, either flat or pebbled, with just the right amount of gloss. Like this pair, for instance, from Canali ($825, at Holt Renfrew). Let’s take a closer look.
Two buckles make a statement — try leaving the top one undone to add a nonchalant flair.
The tab detail shows off the shoe’s fine construction, while a more substantial heel is winter-ready.
A leather sole is a sign of craftsmanship, but it’s also prone to slipping. Rubber inserts at the ball and the heel will keep you sure-footed.