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.
Credit: Photograph by Greg Broom
The 2014 Adventure Issue
From Iceland's Highway 1 to Utah's Canyonlands, an epic itinerary for modern explorers.
Plus: Building a Bigger Action Hero
ON NEWSSTANDS NOW
The Interpreters We Left Behind
The Rise of Cyclocross
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