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Because he is unable to turn down a dare, wealthy Palmdale lawyer James Ellsworth Hughes dresses in a tuxedo and, with his devoted English butler, Jasper Hives, works alongside a group of ditchdiggers to satisfy a bet he has made with two reporters, Scoop Gallagher and Clem Bruner. During his day's toil, Jimmy encounters Trudy Olson, the daughter of Palmdale's mayor, who is campaigning on behalf of her father. When Trudy denies him a piece of campaign cake, the sugar-loving Jimmy becomes irate and, after making a speech denouncing Mayor Olson and his "cronies," announces that he is running for mayor against Olson. Although Jimmy's proclamation is a joke, Clem and Scoop print the story in their newspaper, and within hours, Jimmy is beseiged by reporters. Concerned that Jimmy will pose a real threat to Olson's campaign, businessman Dwight Parsons, a primary backer of Olson, convinces Trudy to use her feminine charms to talk him out of running. As hoped, Jimmy agrees to drop out of the race at Trudy's behest, but when Trudy later inadvertently dares him to run, he is compelled to accept the challenge and campaign in earnest. After Parsons attempts to bribe him out of the race, Jimmy accuses him of using a construction company, in which he and and police chief Brennan are partners, as part of a widespread graft operation. While Jimmy pursues a difficult romance with Trudy, Parsons and Brennan hire May Smith to entrap the candidate in a blackmail set-up. Parson's scheme backfires, however, when Butch Mahaffey, Jimmy's mug campaign manager, meets with May instead of Jimmy. Later Jimmy joins forces with May's boyfriend, Pretty Boy Jones, who wants revenge on Parsons and Brennan for not paying May her fee, and traps the crooks in a city-wide gambling deal. During a radio broadcast, Jimmy exposes Parsons and Brennan while maintaining the mayor's innocence. Jimmy then announces that he is leaving the race and endorsing Mayor Olson for re-election. Overjoyed, Trudy kisses Jimmy.