[1] One biography, released with Hefner's approval, mentions a fleeting homosexual experience during a period of intense sexual experimentation, probably in 1952: "Hefner's thirst for sexual experience became so strong that he even had a one-time homosexual experience. One evening in downtown Chicago he was propositioned and, according to Sellers, he 'thought, what the hell. Found it an interesting experience. As far as I know, the guy just gave him a blow job.'" Stephen Watts, Mr. Playboy: Hugh Hefner and the American Dream, p. 59-60.
Father: Glenn Hefner (teacher, b. 27-Jun-1896, d. 24-Jul-1976)
Mother: Grace Caroline Swanson (b. 17-Nov-1895, m. 1921, d. 20-Mar-1997)
Brother: Keith Hefner (composer, b. 5-Jan-1929)
Wife: Mildred Williams Gunn (b. 1926, m. 1949, div. 1959, two children)
Daughter: Christie Hefner (publishing executive, b. 8-Nov-1952)
Wife: Kimberley Conrad (m. 1-Jul-1989, sep. 1998, div. 2010, two children)
Girlfriend: Holly Madison (together 2001-02)
Girlfriend: Bridget Marquardt (together 2002-04)
Girlfriend: Kendra Wilkinson (together 2004-06)
Slept with: Suze Randall (threesome with a playmate)
Wife: Crystal Harris (model, b. 1986, together since 2008, m. 31-Dec-2012)
High School: Charles P. Steinmetz High School, Chicago, IL (1944)
University: University of Illinois
Playboy Founder (1953)
Esquire Copywriter (1951-52)
Democratic Congressional Campaign Committee
Gore 2000
Hillary Clinton for President
John Kerry for President
National Organization for the Reform of Marijuana Laws
Obama for America
Obscenity Possession of indecent Jayne Mansfield, Chicago (1963)
Hollywood Walk of Fame
Stroke 8-Mar-1985
Paralyzed
Ordained by the Universal Life Church Minister
Endorsement of Carl's Jr.
Endorsement of Electronic Arts Rock Band 2 (2009)
Laser Eye Surgery
TELEVISION
The Girls Next Door Himself (2005-10)
FILMOGRAPHY AS ACTOR
Jim & Andy: The Great Beyond (5-Sep-2017) · Himself
Bettie Page Reveals All (8-Sep-2012) · Himself
Sunset Strip (16-Mar-2012) · Himself
Hop (30-Mar-2011) · Voice at Playboy Mansion [VOICE]
Hugh Hefner: Playboy, Activist and Rebel (12-Sep-2009) · Himself
Miss March (13-Mar-2009) · Himself
The House Bunny (22-Aug-2008) · Himself
Inside Deep Throat (11-Feb-2005) · Himself
Comic Book: The Movie (27-Jan-2004) · Himself
Citizen Toxie: The Toxic Avenger IV (7-Apr-2001)
Beverly Hills Cop II (20-May-1987) · Himself
History of the World: Part I (12-Jun-1981)
The Comeback Trail (1974) · Himself
Rotten Library Page:
Hugh Hefner
AKA Hugh Marston Hefner