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 35th Anniversary Issue
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Playboy January 1989
Playboy's Playmate of the Month Fawna MacLaren photographed by Richard Fegley Covergirl The Rabbit Head (not nude) photographed by Ernest Trova Interview Robert De Niro by Playboy
Features Woody Allen's War With Machines The Sunken Woman by Joyce Carol Oates Dr. Martin Luther King, Jr., On Hope Including: Marilyn Monroe, Jayne Mansfield, Bo Derek and Dozens Of Other Great Beauties
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 LOVE: A Special Playboy Issue
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Playboy February 1989
Playboy's Playmate of the Month Simone Eden photographed by Stephen Wayda Covergirl Michelle Smith (Nude inside) photographed by Stephen Wayda Interview Bob Woodward by Playboy
Features How To Sleep With Women Playboy Interview: Bob Woodward Rubbing Her Right: A Perfect Foot Massage That Cheating Heart
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Playboy March 1989
Playboy's Playmate of the Month Laurie Wood photographed by Arny Freytag Covergirl La Toya Jackson (Nude inside) photographed by Stephen Wayda Interview Tom Hanks by Playboy
Features La Toya Jackson: Michael's Sister In A thriller Pictorial 20 Questions with Fred Dryer Supergroupie Pamela Des Barres Scuba-Diving Thrills And A Drug Bust That Went Bonkers
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Playboy April 1989
Playboy's Playmate of the Month Jennifer Lyn Jackson photographed by Arny Freytag Covergirl Erika Eleniak (Nude inside) photographed by Stephen Wayda Interview The I.R.A. by Playboy
Features Girls Of The Big East A Chilling Interview With The Irish Republican Army Sex In The Eighties? An Eye-Opening Report From The Field Spring Break: Photos From The Front Lines
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Playboy May 1989
Playboy's Playmate of the Month Monique Noel photographed by Richard Fegley Covergirl Natalya Negoda (Nude inside) photographed by Richard Fegley Interview Susan Sarandon by Playboy
Features From Russia With Love: The Soviets' First Sex Star Natalya Negoda Bold Peek At A Hot Movie Scandal Deep Inside Geraldo . . . Yes, Geraldo 20 Questions With Richard Lewis
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Playboy June 1989
Playboy's Playmate of the Month Tawnni Cable photographed by Stephen Wayda Covergirl Kimberley Conrad (Nude inside) photographed by Stephen Wayda Interview Edward James Olmos by Playboy
Features Kimberley Conrad: Playmate Of The Year Is The Playmate For A Lifetime Cash And Comedy: The Laugh Biz Pays Off Dana Plato, Diff'rent Strokes' Favorite Female Kid, Grows Up It's Enough To Get You Airsick: The confessions Of A Deregulated Pilot
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Playboy July 1989
Playboy's Playmate of the Month Erika Eleniak photographed by Richard Fegley Covergirl Shelly Jamison (Nude inside) photographed by Richard Izui Interview Barry Diller by Playboy
Features Broadcast Nudes! TV Newscaster Shelly Jamison Bares All Golf In All Its Glory B-Movie Bimbos A Vietnam Vet Gets Straight Talk From Afghan Vets
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Playboy August 1989
Playboy's Playmate of the Month Gianna Amore photographed by Arny Freytag Covergirl Brandi Brandt (Nude inside) photographed by Stephen Wayda Interview John Cougar Mellencamp by Playboy
Features Women Of Wall Street Exclusive! Mike Tyson: The Inside Story Of A Raging Bully The Geneva Sex Zoo In Praise Of Patient Women
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Playboy September 1989
Playboy's Playmate of the Month Karin and Mirjam Van Breeschooten (covergirl) photographed by Stephen Wayda Covergirl Karin and Mirjam Van Breeschooten (Nude inside and also appears as the centerfold) photographed by Stephen Wayda Interview Keith Hernandez by Playboy
Features Double Your Pleasure! Double Good! Double Delicious! Playmate Twins 20 Questions with Jeff Daniels Pro Football Forecast The Book Of Sexual Questions
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 Bold Back to Campus Issue
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Playboy October 1989
Playboy's Playmate of the Month Karen Foster photographed by Richard Fegley and Stephen Wayda Covergirl Pamela Anderson (Nude inside) photographed by Stephen Wayda Interview Keith Richards by Playboy
Features Girls of the SouthEastern Conference Julie McCullough Pictorial: You Won't See Her Like This On Growing Pains Playboy's Fearless Pigskin Preview College Women Talk Straight About Campus Sex
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Playboy November 1989
Playboy's Playmate of the Month Renee Tenison photographed by Arny Freytag Covergirl Donna Mills (Nude inside) photographed by Arny Freytag Interview Garry Kasparov by Playboy
Features Donna Mills, Then: A Classic Pictorial On Knots Landing's Bitchy Sex Star Solved!~ The Murder Of Jimmy Hoffa USA Today's Al Neuharth: The Confessions Of An S.O.B. Sex In Cinema
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 Gala Christmas Issue
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Playboy December 1989
Playboy's Playmate of the Month Petra Verkaik photographed by Richard Fegley Covergirl Candice Bergen (not nude) photographed by Stephen Wayda Interview Candice Bergen by Playboy
Features Candice Bergen Interview: The Looker Speaks From The Heart About Men, Murphy Brown And Movie-Set Sex Jack Nicholson's Sexy Ex-Lover Karen Mayo Chandler Revealed Heavenly Hulks! The Women Of Wrestling A New Mike Hammer: Mystery From Mickey Spillane
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