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Finnegans Wake by James JoyceUlysses by James JoycePhenomenology of Spirit by Georg Wilhelm Friedrich HegelCritique of Pure Reason by Immanuel KantGravity’s Rainbow by Thomas Pynchon
REALLY, REALLY DIFFICULT BOOKS
266 books — 372 voters
The Lightning Thief by Rick RiordanHarry Potter and the Sorcerer's Stone by J.K. RowlingPeter Nimble and His Fantastic Eyes by Jonathan AuxierThe Strange Case of Origami Yoda by Tom AnglebergerHarry Potter Series Box Set by J.K. Rowling
After Wimpy Kid
192 books — 159 voters

Moby Dick by Herman MelvilleGravity's Rainbow by Thomas PynchonInfinite Jest by David Foster WallaceWar and Peace by Leo TolstoyHeart of Darkness by Joseph Conrad
Flavorwire's 50 Incredibly Tough Books for Extreme Readers
50 books — 105 voters
Ulysses by James JoyceHeart of Darkness by Joseph ConradHamlet by William ShakespeareThe Scarlet Letter by Nathaniel HawthorneWuthering Heights by Emily Brontë
Difficult Reading
106 books — 101 voters

September Ends by Hunter S. JonesSame Old Truths by Delora DennisThe Daughter-in-law Syndrome by Stevie TurnerTorn by Billy Wood-SmithAn Interrupted Love Story by Billy Wood-Smith
Difficult relationships/ Modern love stories
45 books — 58 voters
Choosing Theo by Victoria AvelineGrim by M.K. EidemStolen by an Alien by Amanda MiloLord of the Storm by Justine DavisEyes of Silver, Eyes of Gold by Ellen O'Connell
Hero Considered Less Than
97 books — 38 voters

Phenomenology of Spirit by Georg Wilhelm Friedrich HegelTo the Lighthouse by Virginia WoolfThe Waves by Virginia WoolfUlysses by James JoyceCritique of Pure Reason by Immanuel Kant
The Millions' World's Most Difficult Books
21 books — 17 voters
The Midnight Library by Matt HaigSlewfoot by BromFoods That Fight Pain by Neal D. BarnardElphie by Gregory MaguireBlack Woods Blue Sky by Eowyn Ivey
Abandoned in 2025
84 books — 17 voters

Eleanor Oliphant Is Completely Fine by Gail HoneymanCarrie by Stephen KingHideous Kinky by Esther FreudBurnt Sugar by Avni DoshiI'm Glad My Mom Died by Jennette McCurdy
Difficult Mothers
25 books — 16 voters
Finnegans Wake by James JoyceI Seem to Be a Verb by R. Buckminster FullerA Clockwork Orange by Anthony BurgessRiddley Walker by Russell HobanUlysses by James Joyce
Books Bordering on Unintelligible
12 books — 13 voters

Domination & Submission by Michael MakaiWhen I Met Elena by Desiree SpanInterviewing Michael by Desiree SpanThe Tiger's Wedding by James DanteMen As Friends by Irwin Epstein
Difficult Interethnic/Intercultural Romantic Relationships
7 books — 13 voters
Don't Close Your Eyes by Lynessa JamesComplicated Moonlight by Lynessa LayneMad Love by Lynessa LaynePride and Prejudice by Jane AustenJane Eyre by Charlotte Brontë
Best "Hard to get Ladies and Fellows" books
8 books — 9 voters

Never Go with Your Gut by Gleb TsipurskyThe Handmaid’s Tale by Margaret AtwoodPride and Prejudice by Jane AustenThe Da Vinci Code by Dan BrownOn the Road by Jack Kerouac
List of Betterment
44 books — 8 voters
The Illuminatus! Trilogy by Robert SheaFinnegans Wake by James JoyceTropic of Cancer by Henry MillerDas Kapital by Karl MarxNew Science by Giambattista Vico
Most difficult books I've come across
6 books — 3 voters

Ulysses by James JoyceGravity’s Rainbow by Thomas PynchonThe Devil to Pay in the Backlands by João Guimarães RosaPale Fire by Vladimir NabokovThe Brothers Karamazov by Fyodor Dostoevsky
Libri Akro
33 books — 1 voter

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