If you want to try a more risky look, combine some high-value jeans with a dressy pair of double monk straps, such as this handmade collaboration between Boston shop Ball and Buck and legendary custom-shoe fabricator Allen Edmonds ($448). Tossing on patterned socks will drive home the point that you're off the clock.
This Year's Best Gear
From toys and tools to gadgets and four-wheel fun, we give you the rundown of the most exciting new goods.
Plus: A Look Inside the Global Ivory Trade
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