Aunt Dahlia sends Bertie to sneer at an 18th century cow creamer in order to reduce the price for Uncle Tom. But when he makes a mess of the job rival silver collector Sir Watkin Bassett gets ahold of it. So Bertie goes off to Totleigh Towers where everyone either wants Bertie to steal the cow-creamer, or threatens to beat him to a jelly if he does. Stiffy Byng, Stinker Pinker, and Aunt Dahlia being of the former category, and the Amateur Dictator Roderick Spode and Sir Watkin Bassett being of the latter.

Gussie Fink-Nottle has been keeping a notebook containing insulting observations on Sir Watkyn Bassett and Sir Roderick Spode, in order to keep his courage up about them. When he loses the notebook, he calls on Bertie to help find it. The Rev. Harold "Stinker" Pinker and Stephanie "Stiffy" Byng wish to marry, but Stiffy's guardian Sir Watkyn doesn't approve. Stiffy blackmails Bertie into helping her convince her guardian otherwise. Meanwhile Bertie comes into possession of a policeman's helmet.

Aunt Agatha intends to engage Bertie to "a nice quiet girl" named Aline Hemmingway. Bertie is forced to spend some time with Aline and her brother, Rev. Sidney Hemmingway, but finds them dreary. After Sidney loses money at the races, he borrows £100 from Bertie with Aline's pearl necklace on deposit. Coincidentally, Aunt Agatha's pearl necklace goes missing. Biffy Biffen cannot find a girl to whom he was engaged. He comes to Jeeves for help, but Jeeves, who happens to be the girl's uncle, misunderstands Biffy's intentions and does not wish to help.

Bertie's insistence on playing the trombone drives Jeeves to give notice. Bertie hires a less satisfactory valet, Brinkley. Bertie's friend, Lord "Chuffy" Chuffnell, quickly snaps Jeeves up. Bertie rents a country cottage from Chuffy in Devon and practices his horn. Chuffy is intent on selling Chuffnell Hall to J. Washburn Stoker, so that he can afford to marry Stoker's daughter Pauline. He discovers, to his concern, that Pauline was once engaged to Bertie—and that Washburn wants Bertie to stay away from his daughter. Jeeves produces a plan to get Pauline and Chuffy together that results in the burning down of Bertie's cottage. Sympathetic to Bertie, however, Jeeves resumes working for him at the end of the episode.

Bertie's club, the Drones, are electing a new dining committee chairman. Bertie wishes to be elected, but discovers that no one with a criminal record can stand. Pauline Stoker is being stalked by a mysterious stranger. Bertie, always chivalrous, is called upon to protect her on her way back to Chuffnell Regis. The trip results in startling results, including an encounter with several Drones in blackface. Because Chuffy Chuffnell cannot get permission to turn Chuffnell Hall into a hotel, Pauline tries to persuade Sir Roderick Glossop to turn it into a sanatorium.

Bertie is interested in parenthood, and decides to begin by marrying Bobbie Wickham. Jeeves does not approve; but Bobbie is too preoccupied with other things to give Bertie due attention. Meanwhile Bertie must put up with her niece Clementina, who has a ferocious appetite. Tuppy Glossop has broken off with Angela Travers again and is infatuated with dog-lover Daisy Dalgleish. Tuppy is convinced he can impress her in a rugby match, but Jeeves interferes. Bingo Little is also in love, with a tea shop waitress. His obstacle is his allowance from his Uncle Mortimer, who may not approve the match. Jeeves recommends his uncle be regularly read romance novels to soften him up. They do—too much.