Playboy: 50 Years of Playmates (2004)

Director: Scott Allen

Every Playmate in Playboy's 50-Year history all in one collectors edition.

Cast

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