Available on Prime Video, Tubi TV, Amazon Freevee, Plex
Iceberg Slim: Portrait Of A Pimp Peers into the life of reformed pimp Iceberg Slim, who commanded his "stable" of prostitutes in Chicago from the 1930s to 1960, when a lengthy stint of solitary in prison convinced him he had to go straight. He got married, had a couple of kids, and took up writing instead of pimping, producing a string of books that were a big hit in paperback in the 1960s and 1970s. Through archival footage and interviews with celebrities like Ice-T and Chris Rock, this documentary traces Slim's life from its difficult beginnings through his ultimate redemption, painting a picture of an outsized and fascinating, if criminal and despicable, American personality.
