Lucky Jordan

Lucky Jordan is a 1942 film directed by Frank Tuttle, starring Alan Ladd in his first leading role, Helen Walker in her film debut, and Sheldon Leonard. The screenplay concerns a selfcentered gangster who tangles with Nazi spies.

Meanwhile, Lucky has been drafted. His lawyer, Ernest Higgins Lloyd Corrigan, tries to get him off by giving the orphaned Lucky a mother in alcoholic panhandler Annie Mabel Paige, but the draft board is unconvinced, and he ends up in the army. To avoid work, Lucky lounges in the canteen, where he meets Jill Evans Helen Walker. He gets found out and is thrown in the stockade, but escapes. To get out of camp, he steals the car and papers of an army engineer.To his puzzlement, two thugs catch up to him on the road and try to rough him up. They leave when Jill drives up. Lucky takes Jill along with him against her will, and they become acquainted. She threatens to throw out Luckys papers if he does not let her go. Since they are not his, he is unconcerned when she dumps them by the roadside. ........

Source: Wikipedia