Hugh Hefner Rights: Toglenn, CC BY-SA 3.0, through Wikimedia Commons. Actor or Actress (30) Secrets of Playboy (2022) Jim & Andy: The Great Beyond - Featuring a Very Special, Contractually Obligated Mention of Tony Clifton (2017) American Playboy: The Hugh Hefner Story (2017) Bettie Page Reveals All (2012) Tony Curtis: Driven to Stardom (2011) Hop (2011) Miss March (2009) The House Bunny (2008) Keeping Up with the Kardashians (2007) Head Case (2007) Inside Deep Throat (2005) The Aristocrats (2005) Entourage (2004) Las Vegas (2003) Citizen Toxie: The Toxic Avenger IV (2000) According to Jim (2001) Curb Your Enthusiasm (2000) Family Guy (1999) V.I.P. (1998) Sex and the City (1998) E! True Hollywood Story (1996) The Fresh Prince of Bel-Air (1990) Blossom (1990) The Simpsons (1989) Beverly Hills Cop II (1987) The Comeback Trail (1982) History of the World: Part I (1981) Laverne & Shirley (1976) The Odd Couple (1970) Burke's Law (1963) Producer (9) Be Natural: The Untold Story of Alice Guy-Blaché (2017) Louise Brooks: Looking for Lulu (1998) Man of the Year (1995) A Whale for the Killing (1981) Saint Jack (1979) The Crazy World of Julius Vrooder (1974) The Third Girl from the Left (1973) The Naked Ape (1973) The Tragedy of Macbeth (1971)