"I love timepieces, and this is my favorite," says Bosh of the Roadster, with its conical, speedometer-like glass date window and dashboard-esque walnut burl accents – which recall the details of iconic British drop-tops. "I snap it on when I'm dressing for special occasions." [From $6,950; philippeswatches.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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