Renee Tenison

Self - Playmate of the Year 1990

Lisa Matthews

Self - Playmate of the Year 1991

Corinna Harney

Self - Playmate of the Year 1992

Anna Nicole Smith

Self - Playmate of the Year 1993

Jenny McCarthy

Self - Playmate of the Year 1994

Julie Lynn Cialini

Self - Playmate of the Year 1995

Stacy Sanches

Self - Playmate of the Year 1996

Victoria Silvstedt

Self - Playmate of the Year 1997

Karen McDougal

Self - Playmate of the Year 1998

Heather Kozar

Self - Playmate of the Year 1999