1959/01 -- Vol. 6 No. 1. 80 pages.

Contents include:

  • Playbill
  • Dear Playboy
  • Playboy After Hours
  • "The Music of the Yellow Brass" -- Fiction by Charles Beaumont
  • Party Games - Entertainment
  • Magnifique Mardi Gras - Food by Thomas Mario
  • Hollywood Horizontal -- Humor by Marion Hargrove
  • The Yawn -- Satire by Jules Feiffer
  • Far-East Fabric -- Attire by Blake Rutherford
  • "The Right Approach" -- Fiction by P.G. Wodehouse
  • Girl Who Wears Glasses -- Playboy's Playmate of the Month Virginia Gordon
  • Playboy's Party Jokes -- Humor
  • "A Dish of Desire" -- Fiction by J.P. Donleavy
  • No Room for Vice -- Nostalgia by Ben Hecht
  • Le Cafe Chambord -- Man at His Leisure
  • Playboy's Playmate Review - Pictorial
  • Cock of the Walk -- Ribald Classic by Bonaventure Desperriers
  • Brisk-Weather Walk -- Attire
  • Playboy's International Datebook -- Travel by Patrick Chase