This is all to say: there are a whole lot of iterations to choose from. And now that the new year is here, it's time to ...

Martens Audrick Tall Go full-on punk with these Chelsea boots' extra long shaft and super chunky outsole. Dr. Martens makes these boots from pliable, durable Nappa leather in its classic black ...

Best waterproof: Beckett Simonon Silva Boots - See at Beckett Simonon A fully waterproof and handsome Chelsea boot ... and tan pull-up leather and a denim checkerboard and black box leather.

Shoes are what tie any outfit together, though, and right now, you can grab these rugged but handsome Chelsea ... dark green. Get It Ruggedly handsome, these boots feature full-grain leather ...

Every autumn, without fail, I tell myself my collection is big enough, only to change my mind as my inbox fills with new-season knee-highs and Chelsea ... most of my boots are black—a colour ...