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Playboy January 1966
 Holiday Anniversary Issue
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Playboy January 1966
Playboy's Playmate of the Month Judy Tyler photographed by Mario Casilli Interview Princess Grace by Playboy
Features Playboy Interview With Princess Grace Little Annie Fanny Playboy's International Datebook Playmate Of The Month: Redhead Judy Tyler!
Model Christa Speck photographed by Not Available |
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Playboy February 1966

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Playboy February 1966
Playboy's Playmate of the Month Melinda Windsor photographed by Tony Marco Interview Federico Fellini by Playboy
Features A Provocative Pictorial On The Girls Of Rio The Latest In Stereo And TV Equipage An Interview With Federico Fellini Playboy Jazz Poll Winners
Model Sissy (covergirl) - nude inside) photographed by Larry Gordon |
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Playboy March 1966

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Playboy March 1966
Playboy's Playmate of the Month Priscilla Wright photographed by Mario Casilli Interview Bob Dylan by Playboy
Features "Octopussy" - Beginning A Previously Unpublished Ian Fleming Adventure Three Fresh European Sex Sirens Playboy's Party Jokes Playboy Interview With Bob Dylan
Model Femlin Sculpture by Austin Fox (covergirl)) photographed by J. Barry O'Rourke |
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Playboy April 1966

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Playboy April 1966
Playboy's Playmate of the Month Karla Conway photographed by Paul Morton Smith And R. Charleton Wilson Interview George Lincoln Rockwell by Playboy
Features Concluding Ian Fleming's James Bond Novelette "Octopussy" An Explosive Interview With Neo-Nazi Rockwell Spring And Summer Fashion Forecast Also, A Behind The Scenes Uncovering Of The layboy Covers And The Girls Who Adorable Adorn Them
Model Cynthia Maddox (covergirl) - nude inside) photographed by Pompeo Posar |
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Playboy May 1966

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Playboy May 1966
Playboy's Playmate of the Month Dolly Read photographed by Pompeo Posar Interview Arthur Schlesinger, Jr. by Playboy
Features Playmate Of The Year Bunny From Britain: Playmate Of The Month Capital Punishment Article By Michael Disalle Jo Collins In Vietnam
Model Allison Parks (covergirl) - nude inside) photographed by J. Barry O'Rourke |
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Playboy June 1966

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Playboy June 1966
Playboy's Playmate of the Month Kelly Burke photographed by William V. Figge Interview Mike Nichols by Playboy
Features The Girls Of Texas Playboy Interview With Mike Nichols The Bogart Boom By Tynan & Crowther Freckle-Faced Playmate Of The Month Kelly Burke
Model Mary Warren (covergirl) - nude inside) photographed by J. Barry O'Rourke |
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Playboy July 1966

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Playboy July 1966
Playboy's Playmate of the Month Tish Howard photographed by Bill Figge and Ed Delong Interview Ralph Ginzburg by Playboy
Features Further Adventures, Already, Of Secret Agent Oy Oy 7 An Interview With Ralph Ginzburg Pictorials On Ursula Andress And Sean Connery Red China, The U.S. And The U.N.
Model Penny James, Patti Reynolds, Joann Russell, Barbara Shaw and Joey Thorpe (covergirl) - nude inside) photographed by Larry Gordon |
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Playboy August 1966

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Playboy August 1966
Playboy's Playmate of the Month Susan Denberg photographed by Peter Gowland Interview H.L. Hunt by Playboy
Features Bunnies Of Dixie "The Death Of God" By Rev. William Hamilton Interview With H.L. Hunt Jane Fonda In The Buff
Model Sissy (covergirl)) photographed by Don Bronstein |
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Playboy September 1966

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Playboy September 1966
Playboy's Playmate of the Month Dianne Chandler (covergirl) photographed by Pompeo Posar Interview Timothy Leary by Playboy
Features LSD's Leary Interviewed! College Fashion & Football Previewed! Toples Craze Reviewed! Authors Galore! Kanin, Hentoff, Petrakis, Durrell, Gold & Many More!
Model Jocelyn Lane photographed by Not Available |
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Playboy October 1966

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Playboy October 1966
Playboy's Playmate of the Month Linda Moon photographed by Stan Malinowski Interview Mel Brooks by Playboy
Features Ann-Margret As Modern Art Sex Stars Of The Forties Shakespearean Photo Satire New Fiction By Ray Bradbury
Model Penny James (covergirl)) photographed by Larry Gordon |
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Playboy November 1966

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Playboy November 1966
Playboy's Playmate of the Month Lisa Baker photographed by Bill Figge Interview Norman Thomas by Playboy
Features The Sexual Freedom League Playboy Interview With Norman Thomas The Nudest Look In Feminine Fashions Ribald Classic: The Merry Nights Of Mistinguette
Model Sue Batchelor (covergirl) - nude inside) photographed by Pompeo Posar |
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Playboy December 1966
 Gala Christmas Issue
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Playboy December 1966
Playboy's Playmate of the Month Sue Bernard photographed by Mario Casilli Interview Sammy Davis Jr. by Playboy
Features Fact And Fiction By James Baldwin The Girls Of Tahiti Playboy On The Town In London A Beginning New Spy Novel By Len "Ipcress File" Deighton
Model Nancy Gould (covergirl) - nude inside) photographed by J. Barry O'Rourke |