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 55th Anniversary Issue
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Playboy January 2009
Playboy's Playmate of the Month Dasha Astafieva photographed by Stephen Wayda Covergirl Carmen Electra (Nude inside) photographed by Willy Camden Interview Richard Branson by David Sheff
Features Marston & Cooper Hefner In A Breakout 20Q The 55 Most Important People In Sex 12 Pages Of Classic Celebrity Nudes Plus: Scott Turow, Norman Mailer, Christopher Hitchens, Joe Queenan, Bill Zehme And More
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 Kendra Wilkinson Cover
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Playboy February 2009 - Kendra Wilkinson Cover
Playboy's Playmate of the Month Jessica Burciaga photographed by Arny Freytag Covergirl Kendra Wilkinson (Nude inside) Interview Hugh Laurie by David Hochman
Features A Scandalous Year In Sex The New African Drug Lords The Girls Next Door: The Naked Truth Featuring Covergirl Kendra Wilkinson Can You Trust NFL Refs?
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 Holly Madison Cover
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Playboy February 2009 - Holly Madison Cover
Playboy's Playmate of the Month Jessica Burciaga photographed by Arny Freytag Covergirl Holly Madison (Nude inside) Interview Hugh Laurie by David Hochman
Features A Scandalous Year In Sex The New African Drug Lords The Girls Next Door: The Naked Truth Featuring Covergirl Kendra Wilkinson Can You Trust NFL Refs?
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 Bridget Marquardt Cover
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Playboy February 2009 - Bridget Marquardt Cover
Playboy's Playmate of the Month Jessica Burciaga photographed by Arny Freytag Covergirl Bridget Marquardt (Nude inside) Interview Hugh Laurie by David Hochman
Features A Scandalous Year In Sex The New African Drug Lords The Girls Next Door: The Naked Truth Featuring Covergirl Kendra Wilkinson Can You Trust NFL Refs?
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 The Sex And Music Issue
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Playboy March 2009
Playboy's Playmate of the Month Jennifer Pershing (covergirl) photographed by Arny Freytag Covergirl Aubrey O'Day (Nude inside) photographed by Markus Klinko & Indrani Interview Kenny Chesney by Rob Tanenbaum
Features The Playboy Music Awards Rock The Rabbit: Perry Farrel, Motley Crue, Pharrel, The Kooks, Q-Tip And MGMT 20Q Flight Of The Conchords Risqué And Famous Sexiest Celebrities Of The Year
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Playboy April 2009
Covergirl Hope Dworaczyk & Seth Rogan (Nude inside and also appears as the centerfold) photographed by Sam Jones Interview Seth Rogan by Eric Spitznagel
Features Sexy Amy Smart 20Q Exclusive Mansion Photoshoot: A Steamy Peek Inside The Grotto James Ellroy: Why I Chase Women - A Memoir A Passion For Bettie Page: Rare And Essential Pics
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Playboy May 2009
Covergirl Lisa Rinna (Nude inside) photographed by Deborah Anderson Interview Chuck Palahniuk by David Sheff
Features Exclusive: Top 10 Party Schools Bare Market: Women Of Wall Street The Deadliest Car Race In The World Plus Star Trek's Zachary Quinto 20Q
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Playboy June 2009
Playboy's Playmate of the Month Candice Cassidy photographed by Arny Freytag Covergirl America Olivo (Nude inside) photographed by Terry Richardson Interview Shia LeBeouf by David Hochman
Features Meet The 2009 Playmate Of The Year Hot Summer Nights - Playboy's Thrill-A-Minute Guide Is Scott Boras The Devil? James Ellroy's Exclusive Memoir
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Playboy July/August 2009
Playboy's Playmate of the Month Karissa & Kristina Shannon photographed by Arny Freytag Covergirl Olivia Munn (not nude) photographed by Steve Shaw Interview Alec Baldwin by Michael Fleming
Features Special Report: Future Tense - America's Best Minds Explain Tomorrow 14 Pages Of Twins How Cool Are You? Determine Your Hip Quotient The Girls, The Grotto, The Godfather - Why We Love The '70s
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Playboy September 2009
Playboy's Playmate of the Month Kimberly Phillips photographed by Stephen Wayda Covergirl Heidi Montag (not nude) photographed by Matthew Roiston Interview Seth Macfarlane by Rob Tannenbaum
Features Huddle Up For Our Pigskin Preview Exclusive! Inglourious Basterds: A Graphic Novel By Quentin Tarantino Kurt Vonnegut Lives! Unpublished Fiction By The Late Author 2012: The Year The World Ends
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Playboy October 2009
Playboy's Playmate of the Month Lindsey Gayle Evans photographed by Stephen Wayda Covergirl Kiera Gormley & Tuuli (not nude) photographed by Rankin Interview Woody Harrelson by David Hochman
Features Devilishly Sexy Girls Of The ACC Inside Vampire Love: Bloodlust! Why The Undead Are Hot Again Steroids For Your Brain Meet The Real Pirates Of Somalia
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Playboy November 2009
Playboy's Playmate of the Month Kelley Thompson photographed by Arny Freytag Covergirl Alina Puscau (Nude inside) photographed by Brett Ratner Interview Benicio Del Toro by Stephen Rebello
Features Our Angel: A Tribute To Farrah Fawcett Terrifying New Work By Stephen King The Madness Of Tracy Morgan The Devil In Marge Simpson
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 Gala Christmas Issue
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Playboy December 2009
Playboy's Playmate of the Month Crystal Harris photographed by Stephen Wayda Covergirl Joanna Krupa (Nude inside) photographed by Rankin Interview James Cameron by Stephen Rebello
Features World Exclusive: Vladimir Nabokov - The Original Of Laura Glenn Beck: Takedown By Thomas Frank Ho! Ho! Ho! Chelsea Handler Screws Up A Xmas Party Sasha Grey Unleashes Her Inner Lolita
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 Gala Christmas Issue
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Playboy December 2009 - Alternate Cover
Playboy's Playmate of the Month Crystal Harris photographed by Stephen Wayda Covergirl Chelsea Handler (not nude) photographed by Matthias Clamer Interview James Cameron by Stephen Rebello
Features World Exclusive: Vladimir Nabokov - The Original Of Laura Glenn Beck: Takedown By Thomas Frank Ho! Ho! Ho! Chelsea Handler Screws Up A Xmas Party Sasha Grey Unleashes Her Inner Lolita
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