American Pimp (1999)

Street pimps, all of them African-American, discuss their lives and work: getting started, being flamboyant, pimping in various U.S. cities, bringing a woman into their group, taking a woman from another pimp, and the rules and regulations of pimping. The men are clear: it's about money. The women work every night, hustle hard, turn over all their earnings, and steal anything they can from clients. We meet a few of the women, who tell us what they want from a pimp. We also listen to a women who's legally employed at a Nevada brothel; we meet her White boss, a legal pimp. He and the street pimps, some of whom are now retired, make the case for legalizing the trade.