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Five Boots to Stomp Around In This Season

Soon enough, the fallen leaves will be replaced with snow. Then the snow will be replaced with slush. Then your boots will be replaced with... well, hopefully, these new ones. Because, dammit, you deserve them. Also because slush, but you know.

These Galoshes from Barbour
FOR THAT WARM-AND-FUZZY FEELING

These Galoshes from Barbour

They’re tall. They’re dark. They’re handsome. But most importantly, they’re way less creepy than we just made them sound. They’re also made out of a special anti-puddle armor called “rubber,” so that should help.

These Pull-Ons from the Frye Company
FOR GETTING YOUR MOTOR RUNNING

These Pull-Ons from the Frye Company

The fall-color tour. It’s probably something you should do on top of a motorcycle. Or at the very least, just kind of walking around the city in these vintage, vegetable-tanned leather pull-ons. Don’t thank us, thank October.

These Zip Boots from Tom Ford
FOR NOT POPPING MOLLY

These Zip Boots from Tom Ford

Sometimes you just need a visual reminder of pretty much your only unbreakable principle: “Whenever possible, wear these Italian-made calfskin boots with a single zipper up the side because they’re really handsome.” So there’s your reminder over to the left.

Edward Zip Boots, $1,840, Tom Ford, 66 E Oak St, 312-605-5041

These Ankle Boots from Steven Alan
FOR CASUALLY DOING CASUAL THINGS

These Ankle Boots from Steven Alan

Picture yourself burning a pile of leaves. Or watching the Peanuts kids’ talk about how great their pumpkin is. Or adding dashes of nutmeg to things that probably don’t even need nutmeg. Now picture doing those things in these casual suede chukkas. See. Better.

These Snowboard Boots from Burton
FOR DASHING THROUGH THE SNOW

These Snowboard Boots from Burton

Yeah, we kind of ran with the whole “boots” thing on this one. But hey, it’s not all pumpkins and snowmen out there. No. Sometimes it’s all moguls and hot tubs out there. Which, technically, is just an awkward way of saying you’ll need these indestructible snowboard boots.

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