You Can’t Beat Love

Jimmy is awakened by his valet Jasper after a drunken night during which he misappropriated a milk truck. He learns he must repay thirty dollars in damages and return the truck. The incident sets his reputation for lighthearted mischief in motion.

With Jasper, Jimmy takes on a dare to work a day of hard labor digging ditches, all while in formal wear. He wryly tussles with crew members as he muddies his suit yet keeps a good-natured attitude. He donates the week's winnings to a children's charity.

A campaign truck arrives at the work site to drum up support for Mayor Olson. Jimmy heckles a campaign worker who turns out to be Mayor Olson's daughter, Trudy. She dares him to put his hat in the ring, and he bluffingly accepts.

Newspaper coverage of Jimmy's remark creates political heat for Olson's campaign. The mayor's team worries about the bad press and the potential embarrassment. Tensions rise as the public watches the headlines unfold.

Trudy visits Jimmy at his home bearing cake in an attempt to patch things up after the misunderstanding. A spark of mutual attraction grows as he pledges to clear up the mess. The encounter hints at a possible romance amid the political chaos.

Trudy accompanies Jimmy to the newspaper office the following day to help announce his withdrawal from the race. She unexpectedly dares him to run for real, obliging him to reconsider his decision. The moment shifts the campaign from retreat to possible candidacy.

Jimmy commits to a clean campaign, but his jokes and antics continue to rile Trudy at times. The pair rekindle their connection as the race gears up. He remains determined to win without resorting to dirty tricks.

In a bid to help Trudy, Jimmy intervenes when a child is about to be punished for ice theft. They then sneak a ride on the back of an ice truck, sharing a moment of lighthearted romance amid the campaign’s chaos.

The corrupt police chief, working for the mayor, tries to frame Jimmy by luring him to a phony love nest with a hired woman and a photographer. The trap ends up targeting Jimmy's friend instead. Jimmy decides to take action against the chief and the mayor.

To strike back, Jimmy recruits the hired woman's jealous boyfriend, a gangster, to involve the police chief in a citywide gambling ring. The gambit aims to expose corruption and draw public scrutiny away from his own campaign.

As the mayor's reputation wavers, Trudy visits the campaign office and overhears Jimmy colluding with gamblers. Her trust fractures as she realizes the stakes are higher than she thought. She starts to reconsider her stance on the race.

During the election eve debate, Jimmy unveils a check designating gambling proceeds to a children's charity and plays a recording of the police chief agreeing to participate. He also reveals a recording of the mayor angrily confronting the chief, which undermines the chief's credibility.

With the corrupt parties arrested, Jimmy endorses the mayor for re-election, pivoting from scandal to a show of support. The crowd reacts as the campaign seeks closure and legitimacy.

The press asks for a photo of Jimmy kissing Trudy, and she dares him to comply. The moment underlines the couple’s public reconciliation amid the political drama. The film closes with their playful dare becoming a symbol of victory.