In late 1950's New York, Tom Ripley, a young underachiever, is sent to Europe to retrieve a rich and spoiled millionaire playboy, named Dickie Greenleaf. But when the errand fails, Ripley takes extreme measures.

Three minor delinquints (Danes, Ribisi, and Epps) are recruited by a cop (Farina) working undercover to bust a cop/drug ring. When the officer who recruited them is killed, they go above and beyond the call of duty to solve the murder; and bust the drug ring. Suffering the jibes, and ridicule of fellow officers; they struggle to save their names, and that of their deceased benefactor.

With the aid from a NYC policeman, a top immigrant cop tries to stop drug-trafficking and corruption by immigrant Chinese Triads, but things complicate when the Triads try to bribe the policeman.

In the mid-1990s, two inmates bury the burned bodies of two lifers at Mississippi's infamous Parchman Farm; a third old-timer relates their story. They'd served 65 years for a murder they didn't commit, framed by a local sheriff while buying moonshine whiskey for a Manhattan club owner to whom they owed money. In flashbacks we see this odd couple thrown together (Ray is a fast-talking con man, and Claude is a serious man about to start work as a bank teller), the loss of Ray's watch (sterling silver, from his daddy), the murder and trial, the hardships of Parchman, and the love-hate relationship of Claude and Ray as they spend 65 years bickering and looking for a way to escape.