Dean Martin
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Dean Martin was an American singer, actor, and comedian who appeared in the Season Four episode "Do the Handicapped Go to Hell?" as a resident of Hell.
Background
During the "Hukilau" song, Dean Martin was seen alongside Frank Sinatra, waving their hands to the tune of the music.
Appearance
Like many celebrities in early seasons of the show, he appears with a photo cutout as a head. He is also seen holding a pineapple cocktail.