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Millenium Collector's Edition
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Playboy January 2000
Playboy's Playmate of the Month
Carol and Darlene Bernaola photographed by Arny Freytag Covergirl
The Playboy Bunny (not nude) photographed by Peter Max Interview
Hugh M. Hefner by Playboy
Features
Will Women Change?
Cities On The Moon
There's No Space Like Home
Justice in the 21st Century
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Playboy February 2000
Playboy's Playmate of the Month
Suzanne Stokes photographed by Richard Fegley Covergirl
Angie Everhart (Nude inside) photographed by Marco Glaviano Interview
Jeff Bezos by Playboy
Features
TV's "Dream Team" Angie Everhart Nude
So Many Women, So Much Sex, One Man's Story
Crime Fighters by Jack Maple with Chris Mitchell
Sopranos: Stand-Up Thug Steven Van Zandt
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Playboy March 2000
Playboy's Playmate of the Month
Nicole Marie Lenz photographed by Stephen Wayda and John R. Mourgos Covergirl
Caprice (Nude inside) photographed by Willy Camden Interview
Jon Stewart by David Rensin
Features
Caprice Nude, Only In Playboy
Jesse Ventura II: The guv Was Just Getting Started
Mardi Gras 2000: Wild Party Heaven
Download This! 20Q With Cindy Margolis
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Sex & Music Issue
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Playboy April 2000
Playboy's Playmate of the Month
Brande Roderick photographed by Stephen Wayda Covergirl
Bijou Phillips (Nude inside) photographed by Ellen Von Unwerth Interview
Rowland Evans and Robert Novak by David Sheff
Features
Interview D.C. Insiders Evans & Novak
Bijou Phillips Nude, Oh Mama!
Find Her Sexual Hot Zone And Rock Her World
Music! Music! Music! Limp Bizkit, Barry White, Playboy Winners, Songs Of The Century
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Playboy May 2000
Playboy's Playmate of the Month
Brooke Berry photographed by Stephen Wayda and Arny Freytag Covergirl
Sandy and Mandy Bentley (Nude inside) photographed by Stephen Wayda Interview
Pete Rose by Mark Ribowsky
Features
Hef's Twins Naked As Jaybirds
Interview: Pete Rose
The Modern Mafia, From Songbirds To Sopranos
Tantric Sex Made Simple: She'll Be Screaming
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Playboy May 2000 - Canadian Cover
Playboy's Playmate of the Month
Brooke Berry photographed by Stephen Wayda and Arny Freytag Covergirl
Unknown (not nude) Interview
Pete Rose by Mark Ribowsky
Features
Hef's Twins Naked As Jaybirds
The Girls of Canada
The Modern Mafia, From Songbirds To Sopranos
Tantric Sex Made Simple: She'll Be Screaming
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Playboy June 2000
Playboy's Playmate of the Month
Shannon Stewart photographed by Stephen Wayda Covergirl
Jodi Ann Paterson (Nude inside) photographed by Arny Freytag Interview
Trey Parker and Matt Stone by Steve Pond
Features
The James Bond File: Who Says Playboy Doesn't Believe In Long-Term Relationships?
Rules for the Perfect Relationship
Sports Illustrated Swimsuit Model Carré Otis Without Her Swimsuit
Playmate Of The Year
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Playboy July 2000
Playboy's Playmate of the Month
Neferteri Shepherd photographed by Arny Freytag Covergirl
Jaime Bergman (Nude inside) photographed by Stephen Wayda Interview
George Clooney by Bernard Weinraub
Features
Latin Ladies Talk About Salsa!
George Clooney Interview
Howard Stern's Son of the Beach Star Jaime Bergman Nude
Mario Puzo's Godfather Saga: The Last Bloody Chapter
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Playboy August 2000
Playboy's Playmate of the Month
Summer Altice photographed by Stephen Wayda Covergirl
Darva Conger (Nude inside) photographed by Stephen Wayda Interview
John Malkovich by Kristine McKenna
Features
City Girls: Boys and Toys
20Q Aimee Mann
The Nerve of Erv! by Ray Bradbury
Plus Millionaires: It's A Bitch To Be Rich
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Playboy September 2000
Playboy's Playmate of the Month
Kerissa Fare photographed by Richard Fegley and Stephen Wayda Covergirl
Shari Belafonte (Nude inside) photographed by Greg Gorman Interview
Jennifer Lopez by Michael Fleming
Features
Shari Belafonte: Looking Good Naked
The Wild One! Jennifer Lopez Interview
Pro Football Preview
The Navy's Prettiest Petty Officer Takes Off Her Uniform
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Playboy October 2000
Playboy's Playmate of the Month
Nicole Van Croft photographed by Stephen Wayda and Arny Freytag Covergirl
Lauren Michelle Hill (Nude inside) photographed by Arny Freytag Interview
Bob Costas by Diane K. Shah
Features
Hedonism III: The Ultimate Resort For Sex
Bob Costas: An Olympian Interview
A Fatal Error In The War On Drugs
20Q ith Speed Demon Michael Johnson
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Playboy November 2000
Playboy's Playmate of the Month
Buffy Tyler photographed by Stephen Wayda Covergirl
Chyna (Nude inside) photographed by Arny Freytag Interview
Ben Stiller by David Rensin
Features
WWF Wrestling Phenom! Chyna Nude
Ben Stiller: The Playboy Interview
Russian Babes Never Say Nyet
What You Can Learn In Sex Class
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Gala Christmas Issue
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Playboy December 2000
Playboy's Playmate of the Month
Cara Michelle photographed by Arny Freytag and Stephen Wayda Covergirl
Carmen Electra (Nude inside) photographed by Arny Freytag Interview
Drew Barrymore by Michael Fleming
Features
Playboy Interviews Drew Barrymore
The women Of Australia
The Coming Cuban Revolution
The Bill Clinton Farewell Tour
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