The Talented Mr. Ripley (1999)

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

Director: Anthony Minghella

Cast: Matt Damon, Gwyneth Paltrow, Jude Law, Cate Blanchett, Philip Seymour Hoffman, Jack Davenport, James Rebhorn, Sergio Rubini, Philip Baker Hall, Celia Weston, Fiorello, Stefania Rocca, Ivano Marescotti, Anna Longhi, Alessandro Fabrizi, Lisa Eichhorn, Gretchen Egolf, Jack Willis