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Playboy 1999

Playboy 1999 View also the events in the 1999 year.

View Playboy cover 1998 - Playboy cover 2000 or view Year 1999 events
Date Cover model Centerfold modelInterview subject20 QuestionsPictorials
1-1999 Marilyn Monroe (a photomosaic of Playboy covers) Jaime Bergman Michael Crichton Kirstie Alley
2-1999 Pamela Anderson Stacy Marie Fuson Emeril LagasseMotley Fool Pamela Anderson
3-1999 Gene Simmons and unidentified models Alexandria Karlsen Drew Carey Gerry Adams Cindy Guyer
4-1999 Sable Natalia Sokolova Nick Nolte David Schwimmer Sable
5-1999 Charlize Theron Tishara Lee Cousino David Spade Ashley Judd Charlize Theron
6-1999 Heather Kozar Kimberly Spicer Samuel L. Jackson Christina Applegate Heather Kozar - PMOY, The Pussycat Dolls (featuring Robin Antin and Carmit Bachar)
7-1999 Brooke Richards Jennifer Rovero Barney Frank Michael Moore Karen Finley with Bill Maher
8-1999 Nell McAndrew Rebecca Scott Albert Brooks Lucy Liu Shannon Elizabeth, Nell McAndrew
9-1999 Sable Kristi Cline Chris Rock Jeri Ryan Rena Mero, Denise Luna
10-1999 Jennifer Rovero Jodi Ann Paterson Kevin Spacey Joe Morgan Claudia Christian
11-1999 Mia St. John Cara Wakelin Jesse Ventura George Jones Mia St. John
12-1999 Naomi Campbell Brooke Richards Ben Affleck Gina Gershon Naomi Campbell
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