Malcolm Smith (Jerry Lewis) wins a brand new automobile (a 1956 Chrysler New Yorker convertible) at a movie theatre raffle. Steve Wiley (Dean Martin), a gambler from New York, obtains a counterfeit of the winning ticket and also claims that the car is his. The theatre manager declares them both winners and that they can split the car any way that they want. Steve needs to sell the car to pay off a gambling debt, but Malcolm wants to drive it to Hollywood to meet actress Anita Ekberg.