Even if you don’t know what a Chelsea boot is off the top of your head you probably know the design instantly. Most decent shoe manufacturers make one variation or another, but we’ve got our eye on the Wrench by J Shoes. It’s got classic round toe Chelsea boot lines with deep elastic panels for comfort and a rugged rubber outsole. The delineating factor is definitely its leather overlay that folds around the shaft of the shoe giving it a differentiating casual look.

What this means to you: Nasty weather or not a good boot should be a part of your shoe lineup.

$182 @ Piperlime