Col. Frank Slade has a very special plan for the weekend. It involves travel, women, good food, fine wine, the tango, chauffeured limousines and a loaded forty-five. And he's bringing Charlie along for the rideHoping to earn extra money over the Thanksgiving weekend, Charlie Simms (Chris O'Donnell), a scholarship student at an exclusive prep school, agrees to look after blind, retired Lieutenant Colonel Frank Slade (Al Pacino). The innocent and reserved Simms is immediately thrown off guard by Slade's bullying personality. Charlie is in for even more surprises when Slade takes off for a wild weekend in New York City that will change the lives of both men forever.