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; the third one, the saloon singer, actually makes a mark out of him as she cons him into a boxing match against a professional fighter and he loses the fight and his money, but he holds the singer and the fighter up as they leave town and gets his money back; and then he romances and swindles Cattle Kate, a replay of what he had done somewhere before to Kate.

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Chicago detectives in the 1880s head west to find the killers of their colleague.