Directed by Dino Risi • 1962 • Italy

The ultimate Italian road comedy, Il sorpasso stars the unlikely pair of Vittorio Gassman and Jean-Louis Trintignant as, respectively, a waggish, freewheeling bachelor and the straitlaced law student he takes on a madcap trip from Rome to Tuscany. An unpredictable journey that careers from slapstick to tragedy, this film, directed by Dino Risi, is a wildly entertaining commentary on the pleasures and consequences of the good life. A holy grail of commedia all'italiana, Il sorpasso is so fresh and exciting that one can easily see why it has long been adored in Italy.