Love this pic of us. A brother in law & a husband that I genuinely love and care very much! #grateful#tbt pic.twitter.com/KmI58OjUd8 — Caya Hefner (@cayahefner) April 7, 2016

BEVERLY HILLS, CA -- Keith Hefner, an entertainer, Playboy executive and the younger brother of Playboy founder Hugh Hefner, died at his Beverly Hills home Friday following a battle with cancer. He was 87. The younger Hefner was a fixture on the reality TV show about Hugh's life with his three girlfriends, The Girls Next Door. And like his older brother, he also enjoyed the company of women decades younger than he.

His death came one day before Hugh Hefner's 90th birthday. "This morning, my dear brother and best friend passed away. I love you, Keith. Rest in peace," Hef posted on Twitter. This morning, my dear brother and best friend passed away. I love you, Keith. Rest in peace. pic.twitter.com/Xm5hHuZ04M — Hugh Hefner (@hughhefner) April 8, 2016 Born in Chicago on Jan. 5, 1929, Keith was also a long-time executive for Playboy, responsible for recruitment and training of personnel, including Playboy Bunnies, for the Playboy Clubs. He was credited with creating the "Bunny Dip" — the provocative way Bunnies served drinks. (A Vanity Fair article on the history of the Playboy Clubs once noted Keith Hefner no doubt would be credited with that in his obituary, and so it has come to pass.) The very first Playboy Club stood at 116 E. Walton St. in Chicago. Eventually, a chain of clubs and resorts opened in American cities, and abroad, too. The Hefner brothers were exacting and precise in their vision for Bunnies. Playboy Bunnies would become pop culture icons representative of a time and shifting cultural attitudes. Keith Hefner wrote the 44-page code of conduct for the women who became Bunnies. From "What is a Bunny?" written by Keith Hefner: