Having a great pair of waterproof boots —perhaps even more than one!—can make getting dressed in trash weather feel a little less sad. Or at least a little less wet. A reliable pair of warm waterproof boots brings protection. Security. Confidence. You need boots that are well-made and durable, can take on harsh weather without falling to pieces, and won't let water sneak into gaps and seams at unexpected times.

Keep it sleek and office appropriate with a brogue boot from Allen Edmonds, or opt for a classic Chelsea boot from Ugg. If you're braving the winter weather outdoors, get a functional, protective style equipped to take you anywhere—Blundstone, Arc'teryx , Barbour, and Hunter have great picks. And if you just want to keep things simple and suave, well, there are styles

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