Aunt Agatha wants Bertie to marry Honoria Glossop so that she will mould 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).
After a round of golf with Barmy Fotheringay-Phipps, Bertie find trouble in the form of Bobbie Wickham, first involving hot-water bottle piercing, then by giving away Aunt Agatha's dog to a broadway producer. Meanwhile Tuppy's become infatuated with an Opera singer and Jeeves hatches a plan involving a little concert in which Bertie must sing.
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 unfortunate 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.
Aunt Dahlia coerces Bertie into handing out the prizes at Market Snodsbury Grammar School by threatening to withhold the services of her master chef, Anatole. Newt-fancier Gussie Fink-Nottle comes to Jeeves for advice about Madeline Bassett, with whom he is enamoured. Since she is staying at Brinkley Court with Aunt Dahlia, Bertie delegates Gussie to give the prizes. Bertie tries to sort out Tuppy Glossop and Angela Travers's relationship, Gussie and Madeline's relationship, and an issue Aunt Dahlia has with her husband — all without the help of Jeeves. Disaster ensues when he recommends that they go without dinner.
Jeeves returns to London to persuade Anatole to return to Brinkley Court, whereto Bertie subsequently goes to reconcile Angela Travers with Tuppy Glossop, who is growing increasingly suspicious and jealous of his relationship with her. In order to bolster Gussie Fink-Nottle's courage to deliver the prizes and propose to Madeline Bassett, both Bertie and Jeeves spike his orange juice. Jeeves finally sorts out all the fractured relationships with a plan to set off the fire alarm.
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.
Bertie escapes Aunt Agatha's plot to get him married to Honoria Glossop by taking a ship to New York, accompanied by Jeeves. On board he meets Tuppy who is going to buy a car there and is then lumbered with Lady Malvern's son, Wilmot. Once in America, she leaves for a tour of prisons for an upcoming book. She has left strict instructions as to how to look after the very delicate Wilmot who turns from a withdrawn little man into someone who's out clubbing and getting drunk every night. Meanwhile Tuppy has fallen in love with the daughter of an automobile manufacturer and so has promised to buy 48 cars when he barely has enough money for one. Bertie escapes to the woods to stay with poet friend Mr Todd while Jeeves sorts things out.
Poet Mr Rockmeteller Todd (Rocky) wants a quiet life in his cabin in the Long Island woods but his Aunt Isobel, who keeps him supplied with money, wants him out clubbing every night and to send her a report of what is going on. Jeeves - who somehow attracts the women of New York like a magnet - goes clubbing in his place and Rocky writes reports from his details. However, he makes it sound so good that the aunt decides to see for herself. Meanwhile, Bicky Bickersteth's father believes Bicky is in Colorado learning farming (if he wants to keep his allowance), but he is staying in New York and his father finds out. Bertie lends Rocky his place to impress his aunt but Bicky's father arrives and also believes Bertie's apartment belongs to his son, and seeing that he is apparently doing well, cuts his allowance off. It is down to Jeeves to save the day.
Aunt Agatha sends Cyril Bassington-Bassington to Bertie in New York with strict instructions that he is to be kept away from the stage. Shortly after arrival, Cyril goes on stage. Meanwhile, friend Corky Corcoran asks Bertie to help him ask his uncle to accept his girlfriend so he can marry her. Things go wrong and the uncle ends up marrying her and cuts off Corky's allowance. Then Aunt Agatha arrives and wants to see a play, the same play that Cyril is in. Only Jeeves can sort out such a mess.
Gussie Fink-Nottle is to visit Deverill Hall but gets drunk and ends up sentenced to 14 days in jail. Bertie is also due there, where Aunt Agatha is trying to match him up with Gertrude Winkworth. So that Gussie doesn't get in trouble, Bertie turns up pretending to be him, but then Gussie turns up too (having just been fined) with Jeeves posing as his butler. Gussie pretends to be Bertie and woos Gertrude successfully. Meanwhile, Catsmeat Potter-Pirbright, who is in love with Gertrude, appears (he has been rejected by the fierce Dame Daphne Winkworth and her four sisters), pretending to be Bertie's butler. When it seems that things can't get any worse, Aunt Agatha and Gussie's girlfriend Madeline Bassett turn up.
Sir Watkyn Bassett is writing his memoirs of his misspent youth, which also include a lot of other misspent youths of people who are now famous. Bertie, who has just become engaged, is sent to destroy the manuscript. Guests at the house include would-be dictator Roderick Spode, Gussie Fink-Nottle and, nearby, another old enemy of Bertie's, Constable Oates. The local vicar is Stinker Pinker. Added to this is a number of tough young ladies, a local play and a dog that gets arrested, all of which means a lively time for Bertie and Jeeves.
Bingo Little has joined The Red Dawn, an outspoken Communist group, to be near Charlotte Rowbotham, with whom he is in love. Bertie is pushed by Aunt Dahlia into going to Marsham Manor (near Goodwood) with her so she can get Cornelia Fothergill to sign her latest novel to her, so she can use it in her magazine. However, she doesn't tell Bertie that she wants him to steal a painting to accomplish this (we see why Bertie would never have made it as a burglar). Roderick Spode is also there, now the seventh earl of Sidcup (the sixth Earl having died) and is giving a farewell tour to his Black Shorts.
Aunt Agatha wants to pack her wayward nephews Claude and Eustace Wooster off to Africa but both have fallen in love with a singer at a nightclub Bertie took them to the night before, and sneak back from the docks to Bertie's place to pursue her. Bertie wants to marry a painter (Gwladys Pendlebury) and has fallen foul of a soup manufacturer. Bertie's efforts to help Tuppy end in a disaster and Aunt Agatha ends up as a laughing stock, and looking for the cause, blames Bertie.
Bertie bumps into his former fiancée Lady Florence in a bookshop while buying a birthday present for Jeeves. But after a row with her present suitor, the insanely jealous Darcy "Stilton" Cheesewright she renews her engagement to Bertie. Friend George Caffyn needs $50,000 for his play but can only get it from Chichester Clam when he sells his boats to Lord Worplesden, but the press pack haunting them is stopping the deal from going through. Jeeves sees a fancy dress party as a way of sorting everything out.
Bingo Little wants to marry a waitress so needs his uncle's blessing. Bertie is pushed into helping him by pretending to be author Rosie M. Banks again. His uncle, Lord Bittlesham, is under Sir Roderick Glossop who has moved to America (a watered down Sir R who actually likes Bertie). Trying to sort things out, Bertie manages to make Blair Eggleston break off his engagement with Honoria who now wants to marry Bertie and get a theatrical Agent with a very muscular friend after him. Meanwhile Bingo marries the waitress, who turns out to be the real Rosie M. Banks, so she and Lord Bittlesham are also after Bertie who decides the best thing is to take the next ship to London. But so do all the others and, confronted by all of them on board, he and Jeeves jump ship. Eight and a half months later, they turn up back in England, with long beards and looking like they have spent much of that time in an open boat and in savage lands.
Aunt Dahlia's magazine is in deep money trouble again so she wants to sell it to a Mr Trotter. To make it more saleable, she plans on paying a thousand pounds to a famous novelist for a story, which means she has to pawn her pearl necklace. Meanwhile, Lady Florence Craye has an on-off engagement with the homicidal Darcy "Stilton" Cheesewright, with Bertie being the cause of the break-ups. An expert is brought in to value the pearls, which have been replaced with fakes, and there is a race on to sell the magazine and get the real ones back in time. Both Jeeves and Bertie appear in drag in this episode.
Bertie goes to Totleigh Towers at Stephanie "Stiffy" Byng's request. She wants him to steal an African statue which she thinks is evil. Gussie Fink-Nottle at Madeline Bassett's request has become a vegetarian, but this is too much for him and he falls for the cook (Emerald) who has been feeding him steak and kidney pie at midnight. Madeline, with Gussie out of the way, falls for Bertie, who steals the statue but has to return it when the owner (Major Plank) will not buy it back. Bertie then blacks up to pretend to be an African wanting to get the statue back for his tribe, just as the real Africans turn up. Jeeves can sort things out though, for a price.
Bertie is at Totleigh Towers for the marriage of Roderick Spode and Madeline Bassett. Friend Ginger Winship is engaged to Lady Florence Craye so Bertie thinks that he's finally safe as far as marriage is concerned. However, Parliamentary candidate Ginger falls for his secretary and throws the Parliamentary election, causing Florence to dump him, and Spode decides to stand in his place, throwing in his title and causing Madeline to dump him. Both women now have their eyes firmly set on Bertie. Meanwhile the Butlers' and Valets' book from the Ganymede Club has been stolen, having all the secrets of the people they worked for. Also there is a problem with the drains at Totleigh Towers so Bertie calls in Tuppy Glossop, who has bought a new invention which clears drains, or so he believes, but when he tries it out it makes things far worse. The show ends with Bertie getting the blame for a spoiled wedding and with the guests chasing him and Jeeves widdershins around a church while the end titles come up.
