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A side by side of two people wearing boots from Reformation and M Gemi.

High-quality winter footwear is always a worthy investment (and makes for a great gift), but it can still feel intimidating to make a purchase. Thanks to the many Black Friday boot deals on sale, however, you can feel a little more relaxed about your wardrobe refresh. There are so many to choose from, we agree it'll be hard to pick just one pair.