The Worst of Boiled Angel by Mike DianaMisery Loves Comedy by Ivan Brunetti
Comics in Bad Taste
63 books — 19 voters
Blood Meridian, or, the Evening Redness in the West by Cormac McCarthy
Darkest Books of All Time
1,302 books — 1,718 voters

The Great Gatsby by F. Scott FitzgeraldMoby-Dick or, The Whale by Herman MelvilleLolita by Vladimir NabokovThe Adventures of Huckleberry Finn by Mark TwainBlood Meridian, or, the Evening Redness in the West by Cormac McCarthy
The Great American Novel
671 books — 1,092 voters
Sabbath's Theater by Philip RothAmerican Pastoral by Philip RothPortnoy’s Complaint by Philip Roth
Best Philip Roth Books
32 books — 104 voters

Pale Fire by Vladimir NabokovNaked Lunch by William S. BurroughsUlysses by James JoyceGravity’s Rainbow by Thomas PynchonFinnegans Wake by James Joyce
Best Experimental Books Ever
1,107 books — 1,718 voters
Finnegans Wake by James JoyceUlysses by James Joyce
Most Difficult Novels
589 books — 2,042 voters

Catch-22 by Joseph HellerAmerican Psycho by Bret Easton EllisCat’s Cradle by Kurt Vonnegut Jr.Slaughterhouse-Five by Kurt Vonnegut Jr.
Best Dark Humor
726 books — 1,632 voters
Blood Meridian, or, the Evening Redness in the West by Cormac McCarthy
The Most Disturbing Books Ever Written
3,214 books — 11,334 voters

Ulysses by James JoyceGravity’s Rainbow by Thomas Pynchon
Big Fat Books Worth the Effort
1,874 books — 6,997 voters
Lolita by Vladimir Nabokov
Best Twentieth Century American Novels
299 books — 226 voters