LITERARY PIONEERS
10 Books With Mind-Bending Plots That'll Leave You Dumbfounded
Published on February 24, 2024
Credit: Christin Hume
Literature is the realm of limitless imagination, so why do we expect every book to be the same? Realism and structure can be the pillars on which an author chooses to build their story, and these can certainly add to the strength of their writing, but that does not necessarily have to be the case for everyone. Many classics of all time literature defy conventions, and we wouldn’t even have modern literature without these pioneers!
So, prepare to have your literary sensibilities shaken on this trip through some of the funniest and craziest books out there—at least, according to us. You might even find your next favorite read!
"Ulysses" by James Joyce
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Infamous for being extremely difficult to read - and even more to understand, Joyce's magnum opus, Ulysses, is a literary puzzle that unfolds over a single day in Dublin. Its experimental narrative style, filled with stream-of-consciousness writing and linguistic innovations, challenges readers to navigate the complexities of life and language.
If you are not a fan of modernist literature, you might be wondering if this hefty volume is actually worth reading. Think of Joyce’s Ulysses as a very long and complicated joke, one that the author definitely did not expect anyone to take too seriously. With that in mind, it should be a fun - though challenging - read.
"The Man Who Was Thursday" by Chesterton
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Chesterton's metaphysical thriller takes readers on a surreal journey through anarchic conspiracies and philosophical paradoxes. As the protagonist, Gabriel Syme, infiltrates a secret council of anarchists, he discovers that nothing is really what it seems, as most members of the group seem to also be secretly working for the police.
The masterful narrative of the novel veers into unexpected territories, blurring the lines between reality and illusion. After reading this book you will certainly be left thinking about the nature of order, chaos, and the reality we live in.
"A Confederacy of Dunces" by John Kennedy Toole
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Ignatius J. Reilly, an unemployed 30-year-old medieval historian, the eccentric protagonist of Toole's posthumously published novel, leads readers on a picaresque odyssey through the streets of New Orleans. Sort of a modern Don Quixote, the novel explores the protagonist’s outrageous adventures as he is forced to face the real world and actually get a job for the first time in years.
This Pulitzer Prize-winning work is certainly hard to read through without bursting into uncontrollable laughter, so be warned. Toole's unique narrative style and memorable characters make this novel a rollercoaster of hilarity and social commentary that you will never want to forget.
"V." by Thomas Pynchon
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The debut novel by enigmatic author Thomas Pynchon - known among other things for being particularly averse to being photographed - serves as a great introduction to his labyrinthine worlds. This book takes readers on a tour de force through the globe and various points in time, exploring the themes of conspiracy, paranoia, and all sorts of weird or unexplained phenomena as the characters try to locate a mysterious entity known as "V."
Pynchon’s erudite and eccentric narrative spans from uncomfortably detailed descriptions of rhinoplasty to fine insight into the inner workings of the American military-industrial complex, as well as the hysterical adventures of a group of alligator hunters in the Manhattan sewers. Though it may look like a daunting read at first, it will drag you into it if you give it an opportunity.
"Slaughterhouse-Five" by Kurt Vonnegut
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A classic masterpiece of American narrative, Slaughterhouse-Five is widely regarded as one of the greatest anti-war novels ever written. As its main character, Billy Pilgrim, becomes "unstuck in time" and experiences events out of order, the novel goes back and forth between different eras of his life.
Vonnegut blends black humor, sci-fi, and historical events with ease in a novel that will leave you thinking deeply about war and the meaning of life.
"The Hitchhiker's Guide to the Galaxy" by Douglas Adams
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Originating in a 1978 radio comedy broadcast on BBC Radio 4 primarily scripted by Douglas Adams, The Hitchhiker's Guide to the Galaxy was later novelized to great success, becoming an international phenomenon. Blending science fiction with absurdist humor, Adams' classic takes readers on a cosmic journey filled with eccentric characters and improbable situations.
From the destruction of Earth to intergalactic hitchhiking, this book's offbeat plot and witty narrative style redefined the possibilities of science fiction comedy.
"Infinite Jest" by David Foster Wallace
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Often described as an "encyclopedic novel," Wallace's magnum opus is not only a colossal novel in length but also in complexity. The unconventional narrative and intricate plot incorporate hundreds of footnotes and digressions, slowly dragging the reader into a singularity of heterogeneous commentary on just about anything while managing to keep a humorous tone.
If this seems like a tough nut to crack, it’s because it is. But if you are into reading a timeless classic akin to War and Peace in its span and ambition - perhaps during a summer vacation - Infinite Jest is just what you are looking for!
"Frankenstein" by Mary Shelley
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An absolutely essential classic for both science fiction and horror fans, Shelley's classic novel, Frankenstein, revolutionized literature. By exploring themes like the limits and morals of scientific research and experimentation, as well as the question of life and consciousness itself, Frankenstein became one of the most popular gothic novels of the 19th century and stands as a firm literary anchor well into modern times, retold again and again from a million perspectives.
"Always Coming Home" by Ursula K. Le Guin
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Le Guin's speculative fiction masterpiece, Always Coming Home, is a complex and multifaceted work that blurs the lines between novel, ethnography, and poetry.
Set in a future California, the book explores the society of the Kesh people, a group that survives in a distant future, long after modern society collapsed. The novel incorporates a dense tapestry of narratives, myths, and cultural insights that are as beautifully crafted as thought-provoking.
"Pale Fire" by Vladimir Nabokov
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Better known for his best-seller Lolita, Nabokov was a daring and creative writer known for his clever plots and metaphors. Pale Fire, a novel he wrote after becoming financially independent, unfolds through a 999-line poem and its commentary.
As readers navigate the intricate layers of the novel, they discover a complex narrative filled with deception, obsession, and literary gamesmanship, making Pale Fire a truly mind-bending experience. An example of "metafiction," it is certainly an unconventional read, but it is considered by many to be Nabokov's most perfect novel and an outstanding display of his enduring genius.