Smooth Walker (Howard Hesseman), a pimp, owes $80,000 to "Mom" (Kate Murtagh), a gruff Chicago mob boss. Attempting to weasel out of his debt, Smooth invents a fictitious mobster, the flamboyant "Doctor Detroit", a ruthless chiropractor who allegedly is overrunning Smooth's turf. Clifford meets Smooth and his girls Monica (Donna Dixon), Jasmine (Lydia Lei), Karen (Fran Drescher), and Thelma (Lynn Whitfield), and has the best night of his life partying with them. The next morning, during a faculty meeting, Clifford learns about their troubles with Mom, that Smooth has skipped town, and that according to Smooth, they are now Clifford's girls. Clifford agrees to assume the persona of Doctor Detroit in an effort to help them out of their jam.