We’re coming up on the rainy season and it’s time to get some shoes that can handle the elements and take a bit of a beating. The Helmut Gunsmoke Grey ($276) boots from Swims are completely waterproof. They are made from 3M Scotchgard treated high-density nylon and SWIMS’ signature rubber. Styled just like the classic desert boot that we’re all familiar with they will keep you warm and dry no matter that conditions.