Dutch (1991)

Working-class, blunt, down-to-earth good-guy construction worker Dutch Dooley is the current boyfriend of a wealthy, snobbish tycoon's ex-wife. Volunteering to drive the woman's son home to Chicago for Thanksgiving from his Georgia boarding school, Dutch doesn't expect a picaresque adventure with an insufferable 12-year-old snob (desperately insecure under the surface) who disapproves of him totally. Can they reach their destination as friends? Will they get home at all?