PlayBoy – 1985
- 01 – Joan Bennett
- 02 – Cherie Witter
- 03 – Donna Smith
- 04 – Cindy Brooks
- 05 – Kathy Ann Shower
- 06 – Devin Renee DeVasquez
- 07 – Hope Marie Carlton
- 08 – Cher Butler
- 09 – Venice Kong
- 10 – Cynthia Brimhall
- 11 – Pamela Annette Saunders
- 12 – Carol Ficatier
PlayBoy – 1986
- 01 – Sherry Arnett
- 02 – Julie Michelle McCullough
- 03 – Kim Morris
- 04 – Teri Weigel
- 05 – Christine Richters
- 06 – Rebecca Michelle Ferratti
- 07 – Lynne Austin
- 08 – Ava Fabian
- 09 – Rebekka Lynn Armstrong
- 10 – Katherine Hushaw
- 11 – Donna Edmondson
- 12 – Laurie Carr
PlayBoy – 1987
- 01 – Luann L. Lee
- 02 – Julie Peterson
- 03 – Marina Augusta Baker
- 04 – Anna Clark
- 05 – Kymberly Paige
- 06 – Sondra Elizabeth Greenberg
- 07 – Carmen Berg
- 08 – Sharry Konopski
- 09 – Gwendolyn Hajek
- 10 – Brandi Brandt
- 11 – Pamela Jean Stein
- 12 – India Allen
PlayBoy – 1988
- 01 – Kimberley Conrad
- 02 – Kari Kennell
- 03 – Susie Diane Owens
- 04 – Eloise Broady
- 05 – Diana Lee
- 06 – Emily Arth
- 07 – Terri Lynn Doss
- 08 – Helle Michaelsen
- 09 – Laura Richmond
- 10 – Shannon Long
- 11 – Pia Reyes
- 12 – Kata Karkkainen
PlayBoy – 1989
- 01 – Fawna MacLaren
- 02 – Simone Fleurice Eden
- 03 – Laurie Jo Wood
- 04 – Jennifer Jackson
- 05 – Monique Noel
- 06 – Tawnni Cable
- 07 – Erika Eleniak
- 08 – Gianna Amore
- 09 – Mirjam and Karin van Breeschooten
- 10 – Karen Foster
- 11 – Renee Tenison
- 12 – Petra Verkaik
PlayBoy – 1990
- 01 – Peggy McIntaggart
- 02 – Pamela Denise Anderson
- 03 – Deborah Driggs
- 04 – Lisa Matthews
- 05 – Tina Bockrath
- 06 – Bonnie Marino
- 07 – Jacqueline Sheen
- 08 – Melissa Evridge
- 09 – Kerri Kendall
- 10 – Brittany York
- 11 – Lorraine Olivia
- 12 – Morgan Fox
PlayBoy – 1991
- 01 – Stacy Leigh Arthur
- 02 – Cristy Thom
- 03 – Julie Ann Clarke
- 04 – Christina Marie Leardini
- 05 – Carrie Jean Yazel
- 06 – Saskia Linssen
- 07 – Wendy Kaye
- 08 – Corinna D. Harney
- 09 – Samantha Leah Dorman
- 10 – Cheryl Bachman
- 11 – Tonja Christensen
- 12 – Wendy Hamilton
PlayBoy – 1992
- 01 – Suzi Simpson
- 02 – Tanya Beyer
- 03 – Tylyn John
- 04 – Cady Cantrell
- 05 – Anna Nicole Smith
- 06 – Angela Melini
- 07 – Amanda Hope
- 08 – Ashley Allen
- 09 – Morena Corwin
- 10 – Tiffany M. Sloan
- 11 – Stephanie Adams
- 12 – Barbara Moore
PlayBoy – 1993
- 01 – Echo Leta Johnson
- 02 – Jennifer Leroy
- 03 – Kimberly Donley
- 04 – Nicole Wood
- 05 – Elke Jeinsen
- 06 – Alesha Marie Oreskovich
- 07 – Leisa Sheridan
- 08 – Jennifer J. Lavoie
- 09 – Carrie Westcott
- 10 – Jenny McCarthy
- 11 – Julianna Young
- 12 – Arlene Baxter
PlayBoy – 1994
- 01 – Anna – Marie Goddard
- 02 – Julie Lynn Cialini
- 03 – Neriah Davis
- 04 – Becky Delos Santos
- 05 – Shae Marks
- 06 – Elan Carter
- 07 – Traci Adell
- 08 – Maria Checa
- 09 – Kelly Gallagher
- 10 – Victoria Nika Zdrok
- 11 – Donna Perry
- 12 – Elisa Bridges
PlayBoy – 1995
- 01 – Melissa DeAnne Holliday
- 02 – Lisa Marie Scott
- 03 – Stacy Sanches
- 04 – Danelle Marie Folta
- 05 – Cynthia Gwyn Brown
- 06 – Rhonda Adams
- 07 – Heidi Mark
- 08 – Rachel Jean Marteen
- 09 – Donna DErrico
- 10 – Alicia Rickter
- 11 – Holly Witt
- 12 – Samantha Torres
PlayBoy – 1996
- 01 – Victoria Alynette Fuller
- 02 – Konaluhiole Carmack
- 03 – Priscilla Lee Taylor
- 04 – Gillian Bonner
- 05 – Shauna Sand
- 06 – Karin Taylor
- 07 – Angel Lynn Boris
- 08 – Jessica Lee
- 09 – Jennifer Allan
- 10 – Nadine Chanz
- 11 – Ulrika Ericsson
- 12 – Victoria Silvstedt
PlayBoy – 1997
- 01 – Jami Ferrell
- 02 – Kimber West
- 03 – Jennifer Miriam
- 04 – Kelly Marie Monaco
- 05 – Lynn Thomas
- 06 – Carrie Stevens
- 07 – Daphnee Lynn Duplaix
- 08 – Kalin Olson
- 09 – Nikki Schieler
- 10 – Layla Harvest Roberts
- 11 – Inga Drozdova
- 12 – Karen McDougal
PlayBoy – 1998
- 01 – Heather Kozar
- 02 – Julia Schultz
- 03 – Marliece Andrada
- 04 – Holly Jean Hart
- 05 – Deanna Brooks
- 06 – Maria Luisa Gil
- 07 – Lisa Dergan
- 08 – Angela Michelle Little
- 09 – Vanessa Gleason
- 10 – Laura Lee Cover
- 11 – Tiffany Taylor
- 12 – Erica and Nicole and Jaclyn Dahm
PlayBoy – 1999
- 01 – Jaime Bergman
- 02 – Stacy Marie Fuson
- 03 – Alexandria Karlsen
- 04 – Natalia Sokolova
- 05 – Tishara Lee Cousino
- 06 – Kimberly A. Spicer
- 07 – Jennifer Rovero
- 08 – Rebecca Scott
- 09 – Kristi Cline
- 10 – Jodi Ann Paterson
- 11 – Cara Wakelin
- 12 – Brooke Richards
PlayBoy – 2000
- 01 – Carol and Darlene Bernaola
- 02 – Suzanne Stokes
- 03 – Nicole Marie Lenz
- 04 – Brande Nicole Roderick
- 05 – Brooke Berry
- 06 – Shannon Stewart
- 07 – Neferteri Shepherd
- 08 – Summer Altice
- 09 – Kerissa Fare
- 10 – Nichole Van Croft
- 11 – Buffy Tyler
- 12 – Cara Michelle
PlayBoy – 2001
- 01 – Irina Voronina
- 02 – Lauren Michelle Hill
- 03 – Miriam Gonzalez
- 04 – Katie Lohmann
- 05 – Crista Nicole
- 06 – Heather Spytek
- 07 – Kimberley Stanfield
- 08 – Jennifer Walcott
- 09 – Dalene Kurtis
- 10 – Stephanie Heinrich
- 11 – Lindsey E. Vuolo
- 12 – Shanna Moakler
PlayBoy – 2002
- 01 – Nicole Narain
- 02 – Anka Romensky
- 03 – Tina Marie Jordan
- 04 – Heather M. Carolin
- 05 – Christi Shake
- 06 – Michele Rogers
- 07 – Lauren Anderson
- 08 – Christina L. Santiago
- 09 – Shallan A. Meiers
- 10 – Teri Marie Harrison
- 11 – Serria Tawan
- 12 – Lani Todd
PlayBoy – 2003
- 01 – Rebecca Anne Ramos
- 02 – Charis Boyle
- 03 – Pennelope Jimenez
- 04 – Carmella Danielle DeCesare
- 05 – Laurie Jo Fetter
- 06 – Tailor James
- 07 – Marketa Janska
- 08 – Colleen Marie
- 09 – Luci Victoria
- 10 – Audra Lynn
- 11 – Divini Rae
- 12 – Deisy and Sarah Teles
PlayBoy – 2004
- 01 – Shannon Colleen
- 02 – Aliya Wolf
- 03 – Sandra Hubby
- 04 – Krista Kelly
- 05 – Nicole Whitehead
- 06 – Hiromi Oshima
- 07 – Stephanie Glasson
- 08 – Pilar Lastra
- 09 – Scarlett Keegan
- 10 – Kimberly Holland
- 11 – Cara Zavaleta
- 12 – Tiffany Fallon
PlayBoy – 2005
- 01 – Destiny Davis
- 02 – Amber Campisi
- 03 – Jillian Grace
- 04 – Courney Rachel Culkin
- 05 – Jamie Westenhiser
- 06 – Kara Monaco
- 07 – Qiana Chase
- 08 – Tamara Witmer
- 09 – Vanessa Hoelsher
- 10 – Amanda Paige
- 11 – Raquel Gibson
- 12 – Christine Smith
PlayBoy – 2006
- 01 – Athena Lundberg
- 02 – Cassandra Lynn
- 03 – Monica Leigh
- 04 – Holley Ann Dorrough
- 05 – Alison Waite
- 06 – Stephanie Larimore
- 07 – Sara Jean Underwood
- 08 – Nicole Voss
- 09 – Janine Habeck
- 10 – Jordan Monroe
- 11 – Sarah Elizabeth
- 12 – Kia Drayton
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