Heavy cotton-twill fabric is durable enough to withstand the scuffs and scratches of everyday use. In fact, this brief actually looks better the longer you use it. An elegantly formed leather handle eases into your hand (a shoulder strap's included too), while large interior pockets expand to fit your stash. [$375; jackspade.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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