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
What's on John Slattery's Mind
Willem Dafoe's Life Advice
Sign up to receive the Men’s Journal newsletter and special offers from MJ and its marketing partners.