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Books like Henderson the Rain King

Saul Bellow · 1959 · US · literary fiction
★ 3.76 Goodreads · 16,427 ratings

Eugene Henderson, a huge, restless millionaire pig farmer from Connecticut with a voice in him crying I want, I want, flies to Africa and walks into the interior looking for something.

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12 books for readers of Henderson the Rain King

Confessions of Felix Krull, Confidence Man

Thomas Mann · 1954 · Germany 95% match ★ 3.84 Goodreads · 6,055 ratings
shares: picaresque, comic, classic · hopeful, funny

Felix Krull, the handsome son of a bankrupt Rhineland champagne maker, sets out to make his way through Paris hotels and European society on charm, mimicry and imposture.

Herzog

Saul Bellow · 1964 · US 94% match ★ 3.75 Goodreads · 23,450 ratings
shares: ageing, comic, philosophical · idea-driven, interior

Moses Herzog, a middle-aged Jewish academic whose second wife has left him for his best friend, writes frantic, unsent letters to everyone, friends, enemies, philosophers and God, as his life collapses around him.

Humboldt's Gift

Saul Bellow · 1975 · US 94% match ★ 3.84 Goodreads · 10,359 ratings
shares: comic, philosophical, nobel laureate · idea-driven, funny

Charlie Citrine, a successful writer in 1970s Chicago, is losing his money to an ex-wife, a small-time gangster and a demanding girlfriend while he mourns Von Humboldt Fleisher, the brilliant, self-destructive poet who was his mentor.

Murphy

Samuel Beckett · 1938 · Ireland 94% match ★ 3.80 Goodreads · 6,730 ratings
shares: comic, philosophical, classic · funny, ironic

Murphy, an Irishman in London who likes nothing better than to tie himself naked in a rocking chair, is pushed by Celia, the prostitute who loves him, into finding a job, and finds one in a mental hospital.

Middle Passage

Charles Johnson · 1990 · US 93% match ★ 3.85 Goodreads · 5,612 ratings
shares: picaresque, philosophical, witty · idea-driven, intimate

In 1830 Rutherford Calhoun, a freed slave and petty thief in New Orleans, stows away on a ship to escape a forced marriage, and finds it is a slaver bound for Africa.

Man and Superman

George Bernard Shaw · 1903 · Ireland 93% match ★ 3.85 Goodreads · 4,968 ratings
shares: comic, philosophical, classic · funny, idea-driven

A play: John Tanner, a radical writer who fears marriage above all things, is made guardian of Ann Whitefield, who has quietly decided to marry him.

One, No One and One Hundred Thousand

Luigi Pirandello · 1926 · Italy 93% match ★ 4.03 Goodreads · 33,710 ratings
shares: comic, philosophical, classic · idea-driven, interior

When his wife remarks that his nose tilts to the right, Vitangelo Moscarda realises that everyone sees a different man, and sets out to destroy every one of the Moscardas others believe in.

The Broom of the System

David Foster Wallace · 1987 · US 93% match ★ 3.85 Goodreads · 25,233 ratings
shares: philosophical, witty, comic · funny, idea-driven

A Cleveland switchboard operator searches for her great-grandmother, who has vanished from a nursing home with several other residents, while her boss courts her and her cockatiel starts preaching.

Bridge of Birds

Barry Hughart · 1984 · US 93% match ★ 4.26 Goodreads · 10,815 ratings
Book 1 of 3 in Master Li and Number Ten Ox
shares: picaresque, quest, comic · funny, hopeful

When the children of his village fall into a deathly sleep, Number Ten Ox, a strong and simple peasant, hires Master Li Kao, a sage with a slight flaw in his character, to find the Great Root of Power that might cure them.

The Late Mattia Pascal

Luigi Pirandello · 1904 · Italy 91% match ★ 4.00 Goodreads · 38,848 ratings
shares: comic, classic, nobel laureate · funny, idea-driven

Unhappily married and in debt in a small Ligurian town, Mattia Pascal wins a fortune at Monte Carlo and, reading of his own death in the newspaper, decides to start a new life under a new name.

The Good Soldier Švejk

Jaroslav Hašek · 1923 · Czech Republic 91% match
shares: picaresque, comic, classic · funny, ironic

Josef Švejk, a dealer in stolen dogs in Prague and possibly an idiot, is called up when the First World War begins, and goes through the Austro-Hungarian army causing chaos.

The Hundred-Year-Old Man Who Climbed Out of the Window and Disappeared

Jonas Jonasson · 2009 · Sweden 91% match ★ 3.79 Hardcover · 520 ratings
shares: picaresque, ageing, witty, comic · funny, hopeful

On his hundredth birthday Allan Karlsson climbs out of the window of his old people's home in his slippers, walks off with a suitcase of a gang's cash at a bus station and sets off, while the story of his improbable life through the twentieth century unfolds.