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The Want: A durable pair of men’s boots to withstand the elements that is tough enough for shoveling snow yet attractive enough for a yearend budget meeting.
The Get: Forget the stigma around Ugg, the Australian outfitter responsible for the ungainly yet ubiquitous slip-on women’s fur boots. The waterproof men’s Ugg Sullivan boot ($200; uggaustralia.com) cheekily combines components of high style—tweed collar, wingtip-style broguing—with oil-treated, full-grain leather and a Vibram outsole ready for the most rugged terrain. A cozy sheepskin lining adds much-needed insulation against the cold.