The Ultimate Fall Boot Guide: Every Style, Every Price

From the ankle to the heel, unexpected cutouts — and even some completely backless versions thrown into the mix — provide the perfect antidote to standard Fall boot fare. While slightly edgier and a little less insulating, the cutout boot adds instant intrigue to any outfit.

If you want the tough-girl effect, opt for a pair with chunky moto-inspired buckles and wear them with an equally cool leather jacket on top. If you want to temper the look with something sweeter, try a high-heel cutout bootie with a below-the-knee skirt and soft t-shirt.