| Aubrey Upjohn and Jane Mills | married (recalled) | Jeeves in the Offing 1, 2 |
| Aunt Agatha and Spenser Gregson | married (recalled) | Carry On, Jeeves 8 |
| Aunt Dahlia and Uncle Tom | married (recalled) | Right Ho, Jeeves 4 |
| Aunt Julia and Joe Danby | engaged | Other Stories 1 |
| Aunt Julia and Uncle Cuthbert | married (recalled) | Other Stories 1 |
| Bertha Simmons and George Lanchester | engaged (recalled) | Jeeves in the Offing 14, 15 |
| Bertie Wooster and Pauline Stoker | engaged | Thank You, Jeeves 12, 14 |
| Bertie Wooster and Stiffy Byng | Bertie Wooster proposes | The Code of the Woosters 9 |
| Bertie Wooster and Stilton Cheesewright | engaged | Joy in the Morning 17 |
| Bertie Wooster and Bobbie Wickham | engaged | Jeeves in the Offing 2, 3 |
| Bicky's mother and Captain Rollo Bickersteth | married (recalled) | Carry On, Jeeves 4 |
| Biffy and Honoria Glossop | engaged | Carry On, Jeeves 6 |
| Biffy and Mabel | engaged | Carry On, Jeeves 6 |
| Blotto and Jill Wyvern | engaged (recalled) | Ring for Jeeves 9 |
| Boko Fittleworth and Nobby Hopwood | engaged | Joy in the Morning 3, 5, 6, 7, 11, 12, 13, 28, 29 |
| Captain Biggar and Mrs Spottsworth | engaged | Ring for Jeeves 22 |
| Catsmeat Potter-Pirbright and Gertrude Winkworth | engaged | The Mating Season 2 |
| Catsmeat Potter-Pirbright and Queenie | engaged | The Mating Season 21, 22 |
| Charles and Jill Wyvern | engaged (recalled) | Ring for Jeeves 9 |
| Charlotte Corday Rowbotham and Comrade Butt | engaged | The Inimitable Jeeves 11 |
| Constable Dobson and Mary | engaged | Thank You, Jeeves 17, 21 |
| Cora Rockmetteller and Tubby Frobisher | married (recalled) | Ring for Jeeves 22 |
| Corky Pirbright and Esmond Haddock | engaged | The Mating Season 25, 26, 27 |
| Cynthia Grey and Sir Hector Mauleverer | married (recalled) | The Mating Season 17 |
| the diver and the girl at Antibes | engaged (recalled) | Right Ho, Jeeves 13 |
| Elizabeth Vickers and Freddie Bullivant | broken off by Elizabeth Vickers (recalled) | Carry On, Jeeves 8 |
| Esmond's father and Flora Deverill | married (recalled) | The Mating Season 1, 3 |
| Florence Craye and the gentleman jockey | broken off by Florence Craye (recalled) | Much Obliged, Jeeves 3 |
| Ginger Winship and Magnolia Glendennon | engaged | Much Obliged, Jeeves 16 |
| Gussie Mannering-Phipps and Ray Denison | engaged | Other Stories 1 |
| Gwendolen Moon and Sippy Sipperley | engaged | Very Good, Jeeves 2, 8 |
| Gwladys Pendlebury and Lucius Pim | engaged | Very Good, Jeeves 6 |
| Harold Anstruther and Hilda Gudgeon | broken off by Hilda Gudgeon (recalled) | The Mating Season 15, 17 |
| Jas Waterbury's other niece and Oofy Prosser | engaged (recalled) | Other Stories 3 |
| Jeeves and Lady Bittlesham | engaged | The Inimitable Jeeves 1 |
| Lady Bittlesham and Lord Bittlesham | engaged | The Inimitable Jeeves 2 |
| Lady Cynthia and the Rev. James Bates | engaged | The Inimitable Jeeves 13 |
| Maudie and Uncle George | engaged | Very Good, Jeeves 10 |
| Monty Bodkin and Monty Bodkin's fiancée | engaged (recalled) | Stiff Upper Lip, Jeeves 5 |
| Mrs Wintergreen and Sir Watkyn Bassett | engaged | The Code of the Woosters 3, 14 |
| Percy and Jill Wyvern | engaged (recalled) | Ring for Jeeves 9 |
| Phyllis Mills and Wilbert Cream | engaged | Jeeves in the Offing 16, 17 |
| the Rev. Hubert Wingham and Mary Burgess | engaged | The Inimitable Jeeves 15 |
| Rhoda Platt and Smethurst | engaged | Very Good, Jeeves 10 |
| Squiffy and Jill Wyvern | engaged (recalled) | Ring for Jeeves 9 |
| Stinker Pinker and Stiffy Byng | engaged | The Code of the Woosters 4, 8, 9, 10, 13, 14; Stiff Upper Lip, Jeeves 3, 9, 16, 20, 22, 24 |
| Tipton Plimsoll and Veronica Wedge | engaged | Aunts Aren't Gentlemen 1 |
| Tom and Jill Wyvern | engaged (recalled) | Ring for Jeeves 9 |
