Hugh Hefner (character)

Hugh Hefner, often referred to as "Hef," is the founder and owner of Playboy magazine. He is most famous for his sophisticated lifestyle and is often seen in his Playboy Mansion in a red robe.

History
He was visited by Bart when he was looking for people to take part in the Krusty Comeback Special. He opened a secret room to a laboratory in his mansion. He agreed to help out and played music with wine glasses.

Later, when  became famous, Bart and Homer were seen at the Playboy Mansion with Playboy bunnies and Hugh.