Aunt Agatha wants Bertie to marry Honoria Glossop so that she will mold his character and infuse much needed strong blood in the Wooster line. But old chum Bingo Little is in love with her, so Bertie hatches a scheme to set things straight. Luckily, Jeeves has arrived to save Bertie from his own schemes (and hangovers).

Uncle George has become engaged to a young waitress and Aunt Agatha wants Bertie to offer her a hundred pounds to end the scandalous engagement, but Jeeves has other plans. Then it's off to Twing Hall where Lady Wickhammersley has banned gambling due to an unfortunately incident in which Lord Wickhammersley lost the East Wing with a bad hand. So Bertie, Bingo, and Jeeves start gambling on events in the village fair, such as the Boys and Girls Mixed Animal Potato Race and the Mothers Sack Race.

Part 1 of 2. Brought to Brinkley Court by Aunt Dahlia to give prizes at the Market Snodsbury Grammar School, Bertie comes up with a scheme to both help Gussie Fink-Nottle's new romance with Madeline Basset as well as get himself out of the prize-giving.

Part 2 of 2. To get Gussie to propose to Madeline Jeeves slips a little something into his orange juice before he presents prizes at the grammar school. Unfortunately, so does Bertie. Things go downhill from there when Bertie rings the fire bell.

In order to help overcome his fear of Roderick Spode and Sir Watkin Bassett, Gussie Fink-Nottle writes down a notebook full of scornful thoughts about each of them. When he misplaces the notebook it falls into all the wrong peoples' hands, and desirable engagements are broken and undesirable ones formed like never before.

Bertie is called to Westcombe-on-Sea by Aunt Agatha, delaying a vacation in the south of France. There he meets a girl by the name of Aline Hemmingway whom she wishes him to marry. She and her brother leave pearls as security for a hundred pound loan from Bertie. But when both the Hemmingways' pearls and Aunt Agatha's pearls disappear, trouble arises.

Meanwhile, Bertie runs into Biffy Biffen, who has lost his fiancé in the most remarkable manner. Unfortunately, he is unable to remember her last name - in fact he is unable to remember almost anything.

This one is rather complicated. After being turned down for the nomination of chairman of the dining commitee at the Drones, Bertie runs into Pauline Stoker, who is in London to buy her wedding dress and is being followed by a strange fellow with a ginger beard. She asks Bertie to come be a body guard. Meanwhile, her father is unable to turn Chuffnell Hall into a Hotel, so he looks into turning it into a sanitarium run by none other than Sir Roderick Glossop. The combination of Stokers, Glossops, and Chuffnells is bad news for Bertie's image, and his only hope is... the boys from the Drones dressed up as Minstrels?

Once more, Stilton Cheesewright and Lady Florence Craye loom large on the horizon, with differing opinions this time, not only with regard to Bertram Wooster, but his moustache as well. While Stilton works out in how many places he will break Bertie's spine, and how he's going to do it without altering the Wooster dart skills (for he's drawn his name for the annual Drones Darts Tournament) Jeeves must help Aunt Dahlia with her pearl-troubles, Percy Gorringe with his love troubles, and Bertie with his upper-lip troubles.