Bertie, feeling the weight of his prospective marriage to Lady Malvern and Aunt Agatha's disapproval, decides to flee from the twin horrors. He boards a ship bound for New York with Jeeves, who is tasked with taking care of Wilmot, the ultra-shy son of Lady Malvern, and showing him the high life.
To his surprise, Wilmot takes to the city like a duck to water; he loves the nightlife of Manhattan and becomes exhausted from the excitement. Bertie, on the other hand, feels overwhelmed by the bustling city and its fast-paced energy.
Meanwhile, Tuppy Glossop arrives in New York, looking to discuss the exportation of cars with wealthy businessman Mr. Stoker. However, Tuppy's plan to make a fortune through car exports is far from successful. His business ventures are unsuccessful, and he finds himself in a difficult financial situation.
As Bertie struggles to adapt to life in New York, he learns that Aunt Agatha has been keeping a close eye on him. She sends her own personal secretary, Mrs. Blandings, to spy on him and report back to her.
Mrs. Blandings, a stern and no-nonsense woman, reports back to Aunt Agatha that Bertie is not as easy to control as she had hoped. She finds him to be a troublemaker and a liability to the household.
Agatha, furious with Bertie's behavior, decides to take matters into her own hands. She arranges for Bertie to be sent to boarding school, where he will be isolated and unable to cause any further trouble.
Bertie, desperate to escape his new life at boarding school, hatches a plan to escape with Mrs. Blandings. They sneak out of the house and make their way to the nearest train station, where they hope to catch a train home.
However, they are soon intercepted by the police, who have been tipped off about their plans. Bertie and Mrs. Blandings are arrested and taken away for questioning.
In the end, Bertie realizes that his escape attempt was futile. He has learned a valuable lesson about the dangers of running away from one's problems. He returns to his new life at boarding school, determined to face his future head-on and make the best of it.