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 Fifteenth Holiday Anniversary Issue
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Playboy January 1969
Playboy's Playmate of the Month Leslie Bianchini photographed by Mario Casilli Covergirl The Rabbit Head (not nude) Interview Lee Marvin by Playboy
Features Playboy Celebrates A Decade And A Half Of Publishing Cartoons To Launch The New Year Exclusive Interview With Actor Lee Marvin A Portfolio Of Erotic Japanese Woodcuts
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Playboy February 1969
Playboy's Playmate of the Month Lorrie Menconi photographed by Bill Figge and Ed Delong Covergirl Nancy Chamberlain (Nude inside) photographed by Pompeo Posar Interview Mort Sahl by Playboy
Features Playboy Jazz & Pop Poll Winners A New Irwin Shaw Novelette Complete In This Issue Pamela Tiffin Au Naturel Woody Allen, William Sansom, and J. Paul Getty
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Playboy March 1969
Playboy's Playmate of the Month Kathy MacDonald photographed by David Chan Covergirl Penny James (Nude inside) photographed by Alexas Urba Interview Marshall McLuhan by Playboy
Features Playboy Interviews "Hieronymus Merkin," The Wackiest Sexiest Film Yet An Interview With Marshall McLuhan U.S. Senator Joseph D. Tydings On Gun Control The Planets - Arthur C. Clarke On Man's Next Space Target
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Playboy April 1969
Playboy's Playmate of the Month Lorna Hopper photographed by Bill Figge and Ed Delong Covergirl Sharon Kristie (Nude inside) photographed by Pompeo Posar Interview Allen Ginsberg by Playboy
Features Vladimir Nabokov's Sexiest New Work Since Lolita Revealing Pictorials On Brigitte Bardot And Vanessa Redgrave The Swingers - Big Boom In Group Sex Master of the Ball Hawks by Patrick McGivern
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Playboy May 1969
Playboy's Playmate of the Month Sally Sheffield photographed by Pompeo Posar Covergirl Paulette Lindberg (Nude inside) photographed by Alexas Urba Interview Bill Cosby by Playboy
Features Ken W. Purdy On Classic-Car Collecting William F. Buckley, Jr. - God's Right Hand Playboy's Fabulous Lake Geneva Club-Hotel Camille Comes On Kinky In A Wild New Film
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Playboy June 1969
Playboy's Playmate of the Month Helena Antonaccio photographed by Pompeo Posar Covergirl Connie Kreski (Nude inside) photographed by Mario Casilli Interview Gore Vidal by Playboy
Features Interview With Gore Vidal Wanda Hickey's Night Of Golden Memories The American Novel Made Us Playmate Of The Month Helena Antonaccio
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Playboy July 1969
Playboy's Playmate of the Month Nancy McNeil photographed by Bill Figge and Ed Delong Covergirl Barbara Klein (Nude inside) photographed by Dwight Hooker Interview Rod Steiger by Playboy
Features Wenceslas and the Russian Bear by Heinrich Böll Focus On A Flock Of Sexy American Birds The Sensual "Letting Go" Movement The World Of Robots
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Playboy August 1969
Playboy's Playmate of the Month Debbie Hooper photographed by Mario Casilli Covergirl Penny James (Nude inside) photographed by Alexas Urba Interview Ramsey Clark by Playboy
Features The Living Theater, On Stage And Off Senator Frank Church Blueprints A New Approach To Foreign Policy Eye-filling Pictorials On The bunnies Of Detroit And "Sweet Charity's"
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Playboy September 1969
Playboy's Playmate of the Month Shay Knuth (covergirl) photographed by Dwight Hooker Covergirl Shay Knuth (Nude inside and also appears as the centerfold) photographed by Dwight Hooker Interview Harry Edwards, Buell Gallaguer, Samiel I. Hayakawa And Many More! by The Playboy Panel
Features "The Human Zoo" By "Naked Ape" Author Desmond Morris A New Novelette By John Updike Girls Of Australia A Playboy Panel On Student Revolt With Hayakawa, Hayden Of SDS And Others
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Playboy October 1969
Playboy's Playmate of the Month Jean Bell photographed by Don Klumpp Covergirl Paulette Lindberg (Nude inside) photographed by Stan Malinowski Interview Rowan And Martin by Playboy
Features A Front-Row-Center Look At "Oh! Calcutta!" A Medical Authority Calls For The Legalization Of Pot The Decision Molders By Eliot Janeway The Crisis in Psychoanalysis
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Playboy November 1969
Playboy's Playmate of the Month Claudia Jennings photographed by Pompeo Posar Covergirl Couple Skiing in New England (not nude) photographed by Marvin Koner Interview Jesse Jackson by Playboy
Features Does Congress Serve The People? A 14-Page Look At Cinema's Sexual Revolution Inside Rolling Stone Mick Jagger Skiing New England
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 Gala Christmas Issue
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Playboy December 1969
Playboy's Playmate of the Month Gloria Root photographed by Pompeo Posar Covergirl Jorja Beck (Nude inside) photographed by Pompeo Posar Interview Joe Namath by Playboy
Features The Girls Of "The Adventurers" Joe Namath Scores In An Exclusive Interview A Do-It-Yourself Guide To Soft-Core Pornography Playboy Goes To Rio
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