The Greatest Books of All Time on Guilt

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This list represents a comprehensive and trusted collection of the greatest books. Developed through a specialized algorithm, it brings together 759 'best of' book lists to form a definitive guide to the world's most acclaimed books. For those interested in how these books are chosen, additional details can be found on the rankings page.

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  1. 401. A Horseman In The Sky by Ambrose Bierce

    A Union sentinel on a cliff during the Civil War spots a lone Confederate horseman below and, after recognizing the rider as his own father, faces an agonizing choice between familial loyalty and military duty; torn but determined to prevent discovery of his unit, he obeys orders and fires, with tragic emotional consequences.

    The 17077th Greatest Book of All Time
    Purchase from Bookshop.org
  2. 402. Dead Men's Trousers by Irvine Welsh

    Four aging friends from working-class Edinburgh reunite after years apart and find their lives have taken bitterly different turns: a one-time heroin addict back from exile, a scheming bar owner, a struggling alcoholic, and a dangerously violent ex-con. Their attempt to recapture youth and settle old scores spirals into darkly comic misadventures, criminal schemes and brutal confrontations across Scotland and abroad, forcing them to face addiction, betrayal, mortality and the consequences of their past choices.

    The 17173rd Greatest Book of All Time
  3. 403. The Whites by Richard Price

    A gritty, noir-tinged crime novel that follows a former police detective who becomes consumed with a string of unsolved murders and the cold cases that have haunted his precinct; as he reopens investigations he confronts institutional corruption, racial tensions, and the personal costs of police work. Told through multiple perspectives, the story probes loyalty, guilt, and moral ambiguity among officers and the communities they police, blending procedural detail with sharp social critique to deliver an unflinching portrait of violence, memory, and the pursuit of justice.

    The 17173rd Greatest Book of All Time
    Purchase from Amazon
  4. 404. The Last Voyage Of Somebody The Sailor by John Barth

    A self-conscious, picaresque sea tale in which an unreliable narrator recounts improbable voyages, castaway encounters and absurd adventures that parody classic nautical romance and myth. Drifting between reality and invention, the story unfolds through playful digressions and metafictional games that probe storytelling, identity, mortality and rebirth, offering a comic yet haunting meditation on narrative artifice and the human need to invent meaning.

    The 17173rd Greatest Book of All Time
    Purchase from Bookshop.org
  5. 405. El Gato Negro by Edgar Allan Poe

    A man recounts his descent into alcoholism and violent cruelty, first toward animals and then toward his loved ones: after torturing and mutilating a cherished black cat and hanging it, he is haunted by guilt and by the appearance of a second similar cat. Consumed by rage and paranoia, he kills his wife when she tries to stop him and conceals her body within a wall, only to be undone when the hidden cat's cries reveal the crime to the authorities, forcing him to confess.

    The 17165th Greatest Book of All Time
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  6. 406. 空ろの箱と零のマリア 2 by Eiji Mikage

    The second volume deepens the series’ tense, mind-bending mystery as the protagonist and those caught up with the supernatural object are pulled further into repeating timelines and moral quandaries. New players and rules emerge, relationships fracture as hidden motives surface, and characters are forced to confront the painful costs of manipulating fate — escalating the psychological conflict and setting the stage for a darker, more complex struggle to break the cycle.

    The 17173rd Greatest Book of All Time
  7. 407. The Immaculate Void by Brian Hodge

    The 17173rd Greatest Book of All Time
  8. 408. A Good Marriage by Stephen King

    A long-married woman’s quiet life is shattered when she uncovers a hidden cache of evidence showing her husband’s secret life as a killer, forcing her to confront betrayal, fear, and the moral and practical consequences of exposing a man she thought she knew; the story follows her mounting dread and difficult choices as the marriage is redefined by violence, secrecy, and the unsettling realization that ordinary domestic life can conceal monstrous truths.

    The 17173rd Greatest Book of All Time
    Purchase from Bookshop.org
  9. 409. Perlmann's Silence by Pascal Mercier

    The 17173rd Greatest Book of All Time
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  10. 410. History Is All You Left Me by Adam Silvera

    A grieving young man grapples with the sudden death of his ex-boyfriend, collapsing under obsessive memories, guilt and unanswered questions about what really happened; as he alternates between flashbacks to their relationship and painful confrontations in the present, he must navigate fraught ties to the deceased’s new partner and former lover while confronting his own mental-health struggles and the messy, slow work of learning to live with loss.

    The 17173rd Greatest Book of All Time
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  11. 411. The Brothers Karmazov by Dostoevsky, Fyodor

    A turbulent family saga centered on the murder of a depraved patriarch and the three very different sons whose rivalries—romantic, moral, and ideological—culminate in a gripping trial: one brother is passionate and impulsive, another an anguished intellectual beset by doubt, and the third a compassionate novice grounded in faith, while an enigmatic servant complicates questions of guilt and responsibility. Through courtroom drama, spiritual counsels, and intense philosophical dialogues, the novel probes faith and doubt, free will and moral responsibility, the nature of justice and redemption, and the possibility of human compassion amid suffering.

    The 16912th Greatest Book of All Time
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  12. 412. The Good Doctor by Damon Galgut

    The Good Doctor tells the story of an idealistic medical graduate who arrives at an isolated South African hospital to take up a year's community service. The novel follows his relocation to the remote facility and the time he spends there. It focuses on the period he spends completing community service in that hospital setting.

    The 17173rd Greatest Book of All Time
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  13. 413. Il Male Oscuro by Berto, Giuseppe

    A confessional, inward-looking novel in which a man chronicles a debilitating, nameless illness — a creeping depression and psychosomatic crisis — through intimate reminiscences of failed relationships, family tensions and creative paralysis; as he submits to psychoanalysis he dissects guilt, sexual confusion and recurring self-destructive patterns, producing a darkly comic yet painful portrait of a mind at war with itself.

    The 16915th Greatest Book of All Time
  14. 414. Oikeusjuttu by Franz Kafka

    A respectable bank clerk is arrested one morning without being told the charges and becomes trapped in an opaque, nightmarish legal system where baffling officials, evasive lawyers, and labyrinthine procedures turn his attempts at defense into a humiliating, futile scramble; as he navigates increasingly surreal hearings and encounters, uncertainty and a pervasive sense of guilt engulf him, and the inscrutable machinery of authority grinds toward a final, inevitable sentence.

    The 17126th Greatest Book of All Time
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  15. 415. Envy by Sandra Brown

    A New York editor Maris Matherly-Reed receives a partial manuscript from an anonymous writer traced to a Georgia island and travels to meet him. She meets Parker Evans, a wheelchair-bound man who hides his past, and coaxes from him a tale about a boat trip that leaves only one person returning. Troubled by her attraction to Parker and doubts about her marriage, Maris returns home when new chapters suggest the tale is real and pursues a truth tied to a crime and vengeful man.

    The 17173rd Greatest Book of All Time
    Purchase from Bookshop.org
  16. 416. You've Found Oliver by Dustin Thao

    A year after his best friend Sam died, Oliver still texts Sam's number and cannot stop, especially as the anniversary approaches. When he accidentally calls, someone else answers: Ben, an astronomy student in Seattle who has been reading Oliver's private messages after the number was reassigned. They meet and feel an undeniable spark, but Oliver discovers something strange that could keep them apart.

    The 17173rd Greatest Book of All Time
    Purchase from Bookshop.org
  17. 417. Weep No More, My Lady by Mary Higgins Clark

    Elizabeth Lange arrives at a spa in Pebble Beach, California, still grieving her sister Leila, who plunged to her death from her Manhattan penthouse. Dashing millionaire Ted Winters stands accused of murder, but Elizabeth doubts his guilt and sets out to uncover the truth. Along the windswept cliffs of the Monterey coast and among luxurious bungalows, uneasiness stalks her as glimpses of Leila's life and of Elizabeth herself begin to surface. An ominous threat from an unexpected source builds around her.

    The 17173rd Greatest Book of All Time
    Purchase from Bookshop.org
  18. 418. Precisamos Falar Sobre O Kevin by Lionel Shriver

    A searing, epistolary account in which a mother writes to her estranged husband to trace their son’s life from infancy to the moment he orchestrates a school massacre, examining her ambivalence toward motherhood, the unraveling of family life, and the wrenching questions of nature versus nurture, responsibility, and the social consequences of violence.

    The 17173rd Greatest Book of All Time

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