Two friends from high school, Harry and Lloyd, live as roommates in Providence. They're both quite dim and can't hold a job for very long. Lloyd, while working as a limo driver, is hired to take Mary Swanson to the airport. He is instantly smitten with her and falls in love. He drops her off at the airport and he sees her leave her briefcase in the middle of the terminal. What he doesn't know is that the briefcase is full of money, a ransom payment, for her husband who was kidnapped. Lloyd interferes with the pick-up and tries to get the briefcase back to Mary before she gets on her plane. He is too late, so he and Harry travel across the country to Aspen, where Mary is headed. When they get there, Mary starts falling for Harry however and Lloyd gets jealous.