Hugh Hefner’s ‘Viagra Ring’, first Playboy issue sold at. auction

  • Playboy founder Hugh Hefner embraced a hedonistic lifestyle of smoking jackets, multiple ‘girlfriends’ and lavish parties at his legendary mansion.
  • Items from the late publisher’s personal collection – from his typewriter to the first issue of his iconic magazine featuring Marilyn Monroe – went under the hammer in Los Angeles in a two-day sale that ended Saturday.
  • Lucky collectors will soon be able to lounge like the Hef: one of his bespoke red silk smoking jackets sold for $41,600, and his ‘Viagra Ring’ – a 14-karat gold and onyx ring concealing the little blue pill – was snapped up for $22,400.
  • The typewriter, which Hefner used at university and to write copy for the 1953 debut issue of Playboy, sold for $162,500.
  • His personal copy of that issue went for $31,250, according to Julien’s Auctions, which organized the sale.

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