For $65, a watch shouldn't be so unimpeachably cool, but we're huge fans of the stripped-down style of this Timex, which first appeared in 1977. A 42mm case makes the dial large enough to read easily, a leather strap dresses it up, and a black-brass case keeps it water resistant up to 30 meters. [$65; timex.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.
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