Desert boots have been in style for more years than you've been on Earth, ask your pops. Generally made of durable materials like leather and suede, they have a crepe sole so they are super comfortable. Clarks, the originators of the desert boot, has them in plenty of colors and new fabrics, so grab more than one pair, since they're priced to not hurt your pockets.

Buy It Now at Clarks Originals, $119.