Playboy: 50 Years of Playmates

Hugh Hefner

Self - Editor-In-Chief

Pamela Anderson

Self - Miss February 1990

Marilyn Monroe

Self (archive footage)

Shannon Stewart

Self - Miss June 2000

Carmella DeCesare

Self - Miss April 2003

Dorothy Stratten

Claudia Jennings

Sondra Theodore

Cynthia Myers

Kimberley Conrad

Eloise DeJoria

Barbara Moore

Colleen Shannon

Deborah Driggs

Jaclyn Dahm