Bertie Wooster and Bobbie Wickham in Paris
A balcony in Paris
Bertie Wooster and Bobbie Wickham in Venice
A balcony in Venice
Bertie Wooster and Bobbie Wickham in London
Morning Walk
Bertie Wooster and Bobbie Wickham outside their London Apartment
Outside Bertie’s residence

Characters

Sir Shash

Status: Original Character (Narrator)

An Indian traveller, diarist and incurable collector of stories, Sir Shash finds himself in an unusual corner of another timeline where the worlds of P. G. Wodehouse, Arthur Conan Doyle, Agatha Christie and others occasionally overlap. He is Bertie Wooster’s oldest friend, Bobbie Wickham’s steadfast confidant and, more often than not, the unfortunate soul attempting to keep everyone else out of trouble.

His journals are filled with mystery, humour, travel and quiet moments of reflection. They also speak honestly of living with epilepsy and sleep paralysis, experiences that have taught him the value of courage, kindness and the extraordinary comfort of those who simply choose to stay.


Bertie Wooster

Bertie remains exactly as generations of readers have loved him: unfailingly decent, endlessly optimistic and possessed of a remarkable talent for finding himself in impossible situations without the faintest idea how he got there.

In this timeline, however, fate has finally smiled upon him. He and Bobbie Wickham have found the happiness that seemed forever just beyond reach, though matrimony has done very little to reduce the number of adventures that somehow gather around him.

Lady Roberta “Bobbie” Wickham

Bobbie is the spirit that keeps many of these adventures in motion. Fearless, intelligent, endlessly curious and blessed with a mischievous sense of humour, she possesses that rare gift of making every place feel more alive simply by arriving. Whether wandering through the streets of old London, travelling across India, or facing dangers that would give most sensible people pause, she meets the world with equal measures of wit, courage and compassion.

To those who know her best, however, it is neither her daring nor her quick tongue that defines her, but her unfailing loyalty. Behind every adventure is someone who never forgets a friend in need, and never hesitates to stand beside them.


The Friendship of Sir Shash, Bertie Wooster and Lady Roberta Wickham

At the heart of From the Diaries of Sir Shash lies an enduring friendship between Sir Shash, Bertie Wooster, and Lady Roberta “Bobbie” Wickham. In this alternate literary timeline, Sir Shash becomes a trusted confidant to the couple, sharing in their travels, adventures, and quiet moments alike.

Foundational Premise

Every imagined world rests upon a single improbable event. This one begins with a simple departure from the Wodehouse canon.

Bobbie Wickham moved into Berkeley Mansions. Jeeves adjusted.

There was no engagement announcement, no carefully managed courtship, and no dramatic proposal beneath the stars. She simply arrived with her luggage. The wedding, everyone agreed, would happen in due course. As far as Bertie and Bobbie were concerned, they were already home.

London, naturally, considered this a matter of national importance.

The newspapers discovered a scandal. Society discovered something to gossip about. Respectable drawing rooms debated the decline of standards, while the Drones Club regarded the whole affair with cheerful approval and only the mildest surprise. Rumour travelled faster than fact, as it generally does.

Yet for many, especially the younger generation, there was something unexpectedly hopeful about it. England’s most celebrated bachelor had finally stopped drifting and, without fanfare or flourish, had chosen the person he wished to share his life with.

Everything else follows from that single decision.

The mysteries, the journeys, the impossible meetings between literary worlds, and the adventures recorded in these diaries all grow from one quiet truth : sometimes history changes not because of a great battle or a famous speech, but because two people decide they have already found home in each other.