Youth in Revolt (2009)

Nick Twisp (Michael Cera), a teen with a taste for the finer things in life like Sinatra and Fellini, falls hopelessly in love with the beautiful, free-spirited Sheeni Saunders (Portia Doubleday) while on a family vacation. But family, geography and jealous ex-lovers conspire to keep these two apart. Nick abandons his dull, predictable life and develops a rebellious alter ego: François. With his ascot, his moustache and his cigarette, François will stop at nothing to be with Sheeni, and leads Nick on a path of destruction with unpredictable consequences..