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Playboy Magazine Back Issues Archive

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Playboy January 1999
Playboy January 1999 magazine back issue cover image
45th Anniversary Issue

Only $25

Playboy January 1999

Playboy's Playmate of the Month
Jamie Bergman photographed by Stephen Wayda

Covergirl
Marilyn Monroe Composite Image (Nude inside) photographed by Rob Silvers

Interview
Michael Crichton by Playboy

Features
Sex Stars Of The Century
Playboy Interview: Michael Crichton
Last Words For A Century
Earth To Universe: Do You Read?

 

Playboy February 1999
Playboy February 1999 magazine back issue cover image

Only $10

Playboy February 1999

Playboy's Playmate of the Month
Stacy Fuson photographed by Arny Freytag

Covergirl
Pamela Anderson (Nude inside) photographed by Stephen Wayda

Interview
Emeril Lagasse by Playboy

Features
The Naked and the Dead by A.J. Benza
NFL Cheerleaders Nude
The End Is Near And Pat Robertson Is Ecstatic
Adam Sandler Q&A: Dumb Questions, Dumb Answers

 

Playboy March 1999
Playboy March 1999 magazine back issue cover image
Sex & Music Issue

Only $8

Playboy March 1999

Playboy's Playmate of the Month
Alexandria Karlsen photographed by Stephen Wayda and Arny Freytag

Covergirl
Kiss Girls (Nude inside) photographed by Arny Freytag

Interview
Drew Carey by Playboy

Features
The Girls Of Kiss
Will Your Relationship Last? by Craig Vetter
Exclusive Fiction Preview: The Return Of Little Big Man
Seductive Rudolph Giuliani, Irresistible Keith Olbermann

 

Playboy April 1999
Playboy April 1999 magazine back issue cover image

Only $30

Playboy April 1999

Playboy's Playmate of the Month
Natalia Sokolova photographed by Stephen Wayda and Arny Freytag

Covergirl
Sable (Nude inside) photographed by Arny Freytag

Interview
Nick Nolte by Playboy

Features
Spring Break: The Girls, The Beaches, The Bars, The Thongs
WWF Sex Sensation Sable Nude
Web cams, is the sex live or jive?
20 questions: David Schwimmer

 

Playboy May 1999
Playboy May 1999 magazine back issue cover image

Only $45

Playboy May 1999

Playboy's Playmate of the Month
Tishara Lee Cousino photographed by Arny Freytag

Covergirl
Charlize Theron (Nude inside) photographed by Guido Argentini

Interview
David Space by Playboy

Features
Playboy Interviews David Spade
Mighty Charlize Theron Nude
Talk About Nature's Wonders: Playmates On Safari
Ben Stiller and Janeane Garofalo: A Strange Romance Revealed

 

Playboy June 1999
Playboy June 1999 magazine back issue cover image

Only $5

Playboy June 1999

Playboy's Playmate of the Month
Kimberly Spicer photographed by Richard Fegley

Covergirl
Heather Kozar (Nude inside) photographed by Arny Freytag

Interview
Samuel L. Jackson by Playboy

Features
The 20th Century's Ultimate Playmate Of The Year: Heather Kozar, 16 Great Pages
Let's Get In to Character: Playboy Interviews Samuel L. Jackson
What's After Viagra? A Special Report
Star Wars: The guns, The Babes, The Preview

 

Playboy July 1999
Playboy July 1999 magazine back issue cover image

Only $5

Playboy July 1999

Playboy's Playmate of the Month
Jennifer Rovero photographed by Arny Freytag and Stephen Wayda

Covergirl
Brooke Richards (Nude inside) photographed by Arny Freytag

Interview
Barney Frank by Playboy

Features
The Girls Of Hawaiian Tropic
Wrestling Madness: The Stars, The Brawls, The Girl
Gay, Jewish, Left-Handed, Outspoken Congressman Barney Frank Interviewed
Bill Maher's Chocolate Fantasies

 

Playboy August 1999
Playboy August 1999 magazine back issue cover image

Electronic Digital Copy
Only $9.99

Playboy August 1999

Playboy's Playmate of the Month
Rebecca Scott photographed by Stephen Wayda

Covergirl
Nell McAndrew (Nude inside) photographed by Richard McLaren

Interview
Albert Brooks by Playboy

Features
Tomb Raider: Nell McAndrew, A.K.A. Lara Croft, Nude
A Funny, Funny Interview With Albert Brooks
American Pie's Shannon Elizabeth: Hot New Sex Star
Playboy's Wizard Broker Says, "Make More Money Now"

 

Playboy September 1999
Playboy September 1999 magazine back issue cover image

Only $5

Playboy September 1999

Playboy's Playmate of the Month
Kristi Cline photographed by Stephen Wayda

Covergirl
Sable (Nude inside) photographed by Arny Freytag

Interview
Chris Rock by Playboy

Features
E-Crime: Don't Get Mugged in Cyberspace
Sable II: The Rematch, 14 Great All-New Pages
20Q Star Trek's Luscious Jeri Ryan
Playboy's Preview 2000

 

Playboy October 1999
Playboy October 1999 magazine back issue cover image
Cool College Issue

Only $35

Playboy October 1999

Playboy's Playmate of the Month
Jodi Ann Paterson photographed by Arny Freytag

Covergirl
Jennifer Rovero (Nude inside) photographed by Arny Freytag

Interview
Kevin Spacey by Playboy

Features
Girls Of The PAC 10
Jazz & Rock Poll
1st Among Forecasters, Playboy's Pigskin Preview
20Q: Baseball Class Act Joe Morgan

 

Playboy November 1999
Playboy November 1999 magazine back issue cover image

Only $10

Playboy November 1999

Playboy's Playmate of the Month
Cara Wakelin photographed by Richard Fegley

Covergirl
Mia St. john (Nude inside) photographed by Arny Freytag

Interview
Jesse Ventura by Playboy

Features
Sex In Cinema '99
The Next President? Jesse "The Interview" Ventura
I.B.A. Featherweight Champion Mia St. John Nude
History Of The Sexual Revolution: The Final Chapter

 

Playboy November 1999 - CDN
Playboy November 1999 - Canadian Cover magazine back issue cover image

Electronic Digital Copy
Only $9.99

Playboy November 1999 - Canadian Cover

Playboy's Playmate of the Month
Cara Wakelin (covergirl) photographed by Richard Fegley

Covergirl
Cara Wakelin (Nude inside and also appears as the centerfold) photographed by James Imbrogno

Interview
Jesse Ventura by Playboy

Features
Sex In Cinema '99
The Next President? Jesse "The Interview" Ventura
I.B.A. Featherweight Champion Mia St. John Nude
History Of The Sexual Revolution: The Final Chapter

 

Playboy December 1999
Playboy December 1999 magazine back issue cover image
Gala Christmas Issue

Only $8

Playboy December 1999

Playboy's Playmate of the Month
Brooke Richards photographed by Stephen Wayda

Covergirl
Naomi Campbell (Nude inside) photographed by David LaChapelle

Interview
Ben Affleck by Playboy

Features
Holiday Contributors: Wynton Marsalis, Donald Westlake, Leroy Neiman & More
Naomi Campbell Incredibly Nude
City Girls: Oral Sex, Wild Talk: They Are Hot And They Are Out There
The Search For Playmate 2000: Did We Find Her?

 

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