Designers have taken lounge gear and slimmed it down for a polished style you can wear without looking like a Sopranos extra. Pick up an outfit like this: an insulated puffer vest ("The ultimate affordable layering piece," says Wooster) and a retro-inspired baseball sweatshirt that's cut so well, it even fits under a sport jacket. [A.P.C. Baseball Sweatshirt, $170; saksfifthavenue.com]
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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