Inept insurance salesman Milford Farnsworth sells a man a $100,000 policy. When his boss learns the man was Jesse James he sends Milford after him with money to buy back the policy. After a masked Jesse robs Milford of the money, Milford's boss heads out with more money. Jesse learns about it and plans to rob him, have Milford dressed as him get killed in the robbery, and then collect the $100,000.
Jesse James leaves Missouri for Mississippi, and immediately charms all the women in Mississippi out of their bloomers and garters. His first conquest is the banker's daughter who helps him loot the bank in exchange for a promise of marriage; he wanders over to the saloon and runs the crooked partner of the proprietress out of town, takes all of his-and-her money and leaves her, between kisses, hounding him for her share
Follow notorious motorcycle outlaw Jesse James on a wild ride through one year of his life. The master of modification and the owner of West Coast Choppers is working on a masterpiece: a chopper made entirely of copper! Aided by his mentor Fay Butler, he hand-fabricates the frame and works lovingly on his pet project throughout the year.