The Talented Mr. Ripley (1999)

I read Greg Sestero's The Disaster Artist earlier this year and he did mention The Talented Mr. Ripley several times. I had never heard of it before but it stars Matt Damon, or Mark Damon as Tommy Wiseau misheard, so I thought I'd give it a chance. Even though I'm not a fan of Damon at all. 

New York, 1950s. Tom Ripley (Matt Damon) is working as a lavatory attendant when he borrows a Princeton jacket to play the piano. He ends up pretending to know wealthy Mr. Greenleaf's (James Robhorn) son, Dickie (Jude Law), and he is soon offered one thousand dollars to go to Italy and convince Dickie to return home. But when he gets there, he attaches to Dickie and his girlfriend Marge (Gwyneth Paltrow) and things get out of control pretty soon.