When you're three days into a hike, you don't want to worry about winding your timepiece or replacing its battery, so a self-winding mechanical watch is the way to go. The Big Crown uses your arm movements to keep its mainspring wound, and its large, luminous hands are legible in any light. Even better, the large crown and coin-edge bezel look as good in town as they do on the trail. [$1,800; oris.ch]
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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