By skyforbes 
 |
| This post contains affiliate links. I earn a commission from qualifying purchases. |
Let’s be controversial. What’s the most challenging book you’ve ever read? Which book do you think is the densest, most confusing, most tedious book ever? It’s probably a philosophy book. I had to read so much philosophy in college. I spent four years being chronically confused.
I was tempted to fill this list with philosophy books, but I decided to branch out a bit. Here are 10 books that forced me to ride the struggle bus. They’re confusing, or boring, or rambling, or just really freakin’ long!
Crime And Punishment by Fyodor Dostoevsky
Raskolnikov, a destitute and desperate former student, wanders through the slums of St Petersburg and commits a random murder without remorse or regret. He imagines himself to be a great man, a Napoleon: acting for a higher purpose beyond conventional moral law. But as he embarks on a dangerous game of cat and mouse with a suspicious police investigator, Raskolnikov is pursued by the growing voice of his conscience and finds the noose of his own guilt tightening around his neck. Only Sonya, a downtrodden sex worker, can offer the chance of redemption.
Support Independent Bookstores
War And Peace by Leo Tolstoy
At a glittering society party in St Petersburg in 1805, conversations are dominated by the prospect of war. Terror swiftly engulfs the country as Napoleon’s army marches on Russia, and the lives of three young people are changed forever. The stories of quixotic Pierre, cynical Andrey and impetuous Natasha interweave with a huge cast, from aristocrats and peasants to soldiers and Napoleon himself.
Support Independent Bookstores
The Wind-Up Bird Chronicle by Haruki Murakami
In a Tokyo suburb a young man named Toru Okada searches for his wife’s missing cat. Soon he finds himself looking for his wife as well in a netherworld that lies beneath the placid surface of Tokyo. As these searches intersect, Okada encounters a bizarre group of allies and antagonists: a psychic prostitute; a malevolent yet mediagenic politician; a cheerfully morbid sixteen-year-old-girl; and an aging war veteran who has been permanently changed by the hideous things he witnessed during Japan’s forgotten campaign in Manchuria.
Support Independent Bookstores
The Sound And The Fury by William Faulkner
The Sound and the Fury is the tragedy of the Compson family, featuring some of the most memorable characters in literature: beautiful, rebellious Caddy; the manchild Benjy; haunted, neurotic Quentin; Jason, the brutal cynic; and Dilsey, their Black servant.
Support Independent Bookstores
One Hundred Years Of Solitude by Gabriel García Márquez
One Hundred Years of Solitude tells the story of the rise and fall, birth and death of the mythical town of Macondo through the history of the Buendiá family.
Support Independent Bookstores
Atlas Shrugged by Ayn Rand
Atlas Shrugged is the astounding story of a man who said that he would stop the motor of the world—and did. Tremendous in scope, breathtaking in its suspense, Atlas Shrugged stretches the boundaries further than any book you have ever read. It is a mystery, not about the murder of a man’s body, but about the murder—and rebirth—of man’s spirit.
Support Independent Bookstores
The Canterbury Tales by Geoffrey Chaucer
The Knight, the Miller, the Friar, the Squire, the Prioress, the Wife of Bath, and others who make up the cast of characters— including Chaucer himself—are real people, with human emotions and weaknesses.
If we trust the General Prologue, Chaucer intended that each pilgrim should tell two tales on the way to Canterbury and two tales on the way back. He never finished his enormous project and even the completed tales were not finally revised.
Support Independent Bookstores
To The Lighthouse by Virginia Woolf
The serene and maternal Mrs. Ramsay, the tragic yet absurd Mr. Ramsay, and their children and assorted guests are on holiday on the Isle of Skye. From the seemingly trivial postponement of a visit to a nearby lighthouse, Woolf constructs a remarkable, moving examination of the complex tensions and allegiances of family life and the conflict between men and women.
As time winds its way through their lives, the Ramsays face, alone and simultaneously, the greatest of human challenges and its greatest triumph—the human capacity for change.
Support Independent Bookstores
A Portrait Of The Artist As A Young Man by James Joyce
The portrayal of Stephen Dedalus’s Dublin childhood and youth, his quest for identity through art and his gradual emancipation from the claims of family, religion and Ireland itself, is also an oblique self-portrait of the young James Joyce and a universal testament to the artist’s ‘eternal imagination’. Both an insight into Joyce’s life and childhood, and a unique work of modernist fiction, A Portrait of the Artist as a Young Man is a novel of sexual awakening, religious rebellion and the essential search for voice and meaning that every nascent artist must face in order to blossom fully into themselves.
Support Independent Bookstores
Moby-Dick by Herman Melville
In part, Moby-Dick is the story of an eerily compelling madman pursuing an unholy war against a creature as vast and dangerous and unknowable as the sea itself. But more than just a novel of adventure, more than an encyclopedia of whaling lore and legend, the book can be seen as part of its author’s lifelong meditation on America.
Support Independent Bookstores
What’s the most difficult book you’ve ever read? Was it worth the effort?