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 Holiday Anniversary Issue
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Playboy January 2008
Playboy's Playmate of the Month Sandra Nilsson photographed by Arny Freytag Covergirl Adrianne Curry (Nude inside) photographed by Stephen Wayda Interview Tina Fey by Eric Spitznagel
Features Eyes Wide Open: Adrianne Curry's Secret Fantasy 11 Pages Of Bare And Beautiful Playmates Interview: Tina Fey Without Glasses Fear-Mongering With Jimmy Breslin
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 Sex In America Issue
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Playboy February 2008
Playboy's Playmate of the Month Michelle McLaughlin photographed by Arny Freytag Covergirl Tiffani Fallon (Nude inside) photographed by Arny Freytag Interview Matthew McConaughey by Michael Fleming
Features 20Q: The Fetching Rachel Bilson The Real Sheena: Queen Of The Jungle Irish McCalla The Country's Smartest Cop Designer Of The Year
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 The Sex And Music Issue
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Playboy March 2008
Playboy's Playmate of the Month Ida Ljungqvist photographed by Stephen Wayda Covergirl Holly Madison, Bridget Marquardt and Kendra Wilkinson (Nude inside) photographed by Arny Freytag Interview Gary Kasparov by David Sheff
Features 25 Sexiest Celebrities The Girls Next Door Is John Doe Dead? Garry Kasparov
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Playboy April 2008
Playboy's Playmate of the Month Regina Deutinger photographed by Arny Freytag Covergirl Maria Kanellis (Nude inside) photographed by Arny Freytag Interview Nickelback's Chad Kroeger by Rob Tannenbaum
Features 20Q Office Heartthrob Jenna Fischer Diva Maria Shows Us The Ropes (And The Rack) Sexy Flight Attendants First-Class Nudes Exclusive Excerpt from Kurt Vonnegut's Last Book
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Playboy May 2008
Playboy's Playmate of the Month AJ Alexander photographed by Arny Freytag Covergirl Olga Kurbatova (Nude inside) photographed by Marlena Bielinksa Interview Fareed Zakaria by David Sheff
Features The new babes of Russia: 16 reasons to love the bear Chris Farley's last days: The Untold story A filthy 20Q with Bob Saget Spring fling: The best baseball preview
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Playboy June 2008
Playboy's Playmate of the Month Juliette Fretté Covergirl Jayde Nicole (Nude inside) photographed by Arny Freytag Interview Steve Carell by Eric Spitznagel
Features The black KKK by Jason Whitlock The mastermind behind TMZ Jane Smiley on green sex The death of the news?
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 Red-Hot Summer Issue
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Playboy July 2008
Playboy's Playmate of the Month Laura Croft photographed by Stephen Wayda Covergirl Cindy Margolis (Nude inside) photographed by Stephen Wayda Interview Dr. Drew Pinsky by David Hochman
Features Bill Maher gets religion Hot wired: All nude all star cyber girls Hot head Lewis Black chews up 20Q Hot stuff: Beaches, BBQ, and Babes
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Playboy August 2008
Playboy's Playmate of the Month Kayla Collins photographed by Arny Freytag Covergirl Ashley Harkleroad (Nude inside) photographed by Arny Freytag Interview Ben Stiller by Jerry Stahl
Features Selma Blair Hot As Hellboy 20Q Naked Susie Feldman Perks Up The Two Coreys Playboy And The Birth Of Cool Denis Johnson's New Noir Thriller Continues
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Playboy September 2008
Playboy's Playmate of the Month Valerie Denise Mason photographed by Stephen Wayda Covergirl Anna Faris (not nude) photographed by James White Interview Dana White by Kevin Cook
Features Anna Faris Is The House Bunny A Sexy 20Q Phwoar! Wild Naked English Girls And The Voluptuous Keeley Hazell Interview UFC Tough Guy Dana White More Noir Thrills Denis Johnson's Nobody Move Part III
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Playboy October 2008
Playboy's Playmate of the Month Kelly Carrington (covergirl) Covergirl Kelly Carrington (Nude inside and also appears as the centerfold) photographed by Stephen Wayda Interview Pete Wentz by Rob Tannenbaum
Features 20Q Kevin Connolly Without The Entourage Tila Tequila's Kristy Morgan Nude College Girls Nude The Big 10 Pete Wentz Interview Outspoken, Outrageous
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Playboy November 2008
Playboy's Playmate of the Month Grace Kim photographed by Stephen Wayda Covergirl Rachelle Leah (Nude inside) photographed by Stephen Wayda Interview Daniel Craig by David Sheff
Features Chelsea Handler: A Quick And Dirty 20Q Plus: The Ultimate Bond Special - Naked Bond Girls! Essential Bond Facts! The Campaign Of His Life The White Tie Affair
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Playboy December 2008
Playboy's Playmate of the Month Jennifer And Natalie Campbell photographed by Stephen Wayda Covergirl Carol Alt (Nude inside) photographed by Timothy White Interview Hugh Jackman by Michael Fleming
Features Gala Christmas Issue Our Annual Music Poll, Starring Katy Perry A Starlit Sex In Cinema A Letter To The New President By Gary Hart
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