These Cole Haan Martin lace-ups ($298) feature military-inspired metal eyelets but have a leather sole, so they straddle the line between dressy and casual – which is precisely where you want to be. Buy your boots with enough room inside so that you can wear a nice thick cashmere sock and then sport them with anything from a suit to tweed pants.
Mad Men's Charming Rogue
The man who played Roger Sterling, is moving on – surfing in Montauk, hanging with his son, and directing a feature film.
Plus: Greenpeace's High-Seas Avenger
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What's on John Slattery's Mind
Willem Dafoe's Life Advice
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