These Hubert Long Wing Blucher shoes [$195] from Jack Erwin are everything a good shoe should be. Dashing and dead serious, they are constructed with a full-grain calfskin upper and feature a fully leather lined with padded insole. A hand-stitched leather outsole, reinforced stacked heel and a Goodyear welted sole rounds out this instant classic. All Jack Erwin men’s dress shoes are designed in New York City and made in Spain. Each pair comes to you in a drawstring duster bag that bears the Jack Erwin name.

Buy: Jack Erwin