Hugh Hefner's Smoking Jacket
Aside from the Playboy Mansion itself, the item most identified with Hugh Hefner is his ever-present smoking jacket. This auction from Julien's gives you a chance to own one of Hef's personal covers. Made specifically for the late gentlemen's brand mogul, it's crafted from a scarlet silk damask fabric with a shawl collar and tie belt closure. The jacket is just part of a large auction of Hefner's belongings, which spans everything from his personal copy of the first issue of Playboy and the script for his 1977 appearance on Saturday Night Live to a couple of NSFW wristwatches and a host of Playboy-branded ephemera.