The idea of spending $395 dollars on a pair of boots may seem a bit outlandish. But quality comes at a price. Designed in Austin by Joshua Bingaman and handmade by a leather/boot specialist in Istanbul, Turkey, Helm Handmade Boots are nothing short of stunning. The Ray Ray boots are a stylistic blend of work and dress boot, fitting both casual and dressy occasions. The hand-brushed calfskin exterior is extremely supple, with an Italian white leather sole for classic and unique touch. You may expect these things at a boot this price, but it’s the moment you slide these boots on that you realize what “handcrafted by a specialist” really means.

Buy Now: $395

By Andrew Haas