You might quibble with my designation of these as classics, but to me, any piece that can take you in several different sartorial directions—from punk rocker to lady to nature girl—proves its timelessness. Sometimes, I like boots in this category to be on the polished side, but this time around, I’m really feeling like the clunkier the better. This pair of Doc Martens is actually vegan, and I really dig the thick platform.
A metallic boot that’s not too shiny, which is crucial with metallics.
The wedge heel here is good for anyone who craves a bit of height.
A slightly more polished option that still looks substantial.
More Doc Martens—these are fleece-lined, which is so luxe.
The small pops of color here are fun, but subtle enough to not be too much.
A patent leather pair that’d be aces with a dress.
So too would this slightly longer pair from Vince.
Blue suede isn’t for everyone, but if it is your jam, you couldn’t beat these (they come in—but are mostly sold out in—a couple of other hues too, BTW).
A well-priced pair with serious treads.
And finally: this reminds me of old-school Timberlands, but with a nice, chunky heel.