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Hefner donated 0,000 to the University of Southern California's School of Cinematic Arts to create a course called "Censorship in Cinema", and million to endow a chair for the study of American film.Both through his charitable foundation and individually, Hefner also contributed to charities outside the sphere of politics and publishing, throwing fundraiser events for Much Love Animal Rescue as well as Generation Rescue, an anti-vaccinationist campaign organization supported by Jenny Mc Carthy.
Donna Michelle, Marilyn Cole, Lillian Müller, Shannon Tweed, Barbi Benton, Karen Christy, Sondra Theodore, and Carrie Leigh – who filed a million palimony suit against him – were a few of his many lovers.
The story highlighted straight men being persecuted in a world where homosexuality was the norm.
After the magazine received angry letters, Hefner wrote a response to criticism where he said, "If it was wrong to persecute heterosexuals in a homosexual society then the reverse was wrong, too." In 1961, Hefner watched Dick Gregory perform at the Herman Roberts Show Bar in Chicago.
The following year, he married Playmate of the Year Kimberley Conrad; they were 36 years apart in age.
The couple had two sons: Marston Glenn (born 1990) and Cooper Hefner (born 1991). True Hollywood Story profile noted that the notorious Playboy Mansion had been transformed into a family-friendly homestead.