Hefner, father of the trailblazing brand that encouraged a loosening of sexual strictures, died of natural causes in his Beverly Hills home - the famed Playboy Mansion - according to a statement from Playboy Enterprises.
When Berry Gordy migrated from Detroit to L.A.at the turn of the '70s, flush with Motown success, he found a fast friend in Playboy founder Hugh Hefner. I don't know how anything relating to sex was handled before 1953, but looking at old stuff from that era makes me glad Playboy came along to challenge America's prudish nature. You either encourage it or you don't and I didn't'. "He will be greatly missed by many".
Hefner used his US$600 (AU$764) and some thousand more he borrowed, including cash he borrowed from his mother.
Hef and Marilyn aren't the only celebrities with ties to Playboy interned at the Westwood Village Memorial Park Cemetery.
Her post was accompanied by an image in which she is seen with Hefner, who is dressed in a deep red bath robe, while she is dressed in black.
One person wrote: "Have you ever had any rib removals or seriously can this waistline be achieved using this cincher".
Hefner fans on social media praised him for appreciating Monroe - his first cover girl, who died in 1962. For the first issue of the magazine, which was originally going to be named Stag Party, Hefner purchased color photos from Marilyn Monroe's 1949 nude "Red Velvet" calendar shoot with photographer Tom Kelley and put them in the centerfold. Your legacy lives on.
"R.I.P Hugh Hefner Thank u 4 allowing me 2 share my story & 4 ur support & platform that helped my campaign 4 trans rights and visibility", Cossey wrote on Twitter.
Ms Horton also referred to the fact that in her autobiography porn star, Linda Lovelace, had claimed she was expected to form bestiality for Hefner as it was said to be a fetish of his.