30 Outfits To Wear With Every Boot Style This Fall

There's only one thing we look forward to more than that first, blessed, barelegged spring day when we finally pack away our tights. It's the first day in the fall when we slip into a new pair of boots. Whether your latest addition is ankle-length, knee-length, thigh-length, or something else entirely, their debut deserves a special outfit. Hell — forget just one outfit. You're already planning on wearing those boots all week anyway. How about seven outfits, or 30?
We turned to our favorite brands and designers who've been smart to show off some of their best cold-weather looks with the sorts of boots you've got in your closet. Flip through and take note: With enough planning, you can switch on outfit autopilot starting tomorrow.

More from Styling Tips

R29 Original Series