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Most Depressing Books
Showing 1-50 of 90
1984 (Paperback)
by (shelved 2 times as most-depressing)
avg rating 4.20 — 5,390,343 ratings — published 1949
My Dark Vanessa (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 4.10 — 419,722 ratings — published 2020
Alchemised (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 4.45 — 115,298 ratings — published 2025
rekt (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 3.69 — 1,524 ratings — published 2025
Minor Detail (Paperback)
by (shelved 1 time as most-depressing)
avg rating 4.17 — 41,286 ratings — published 2017
You Weren't Meant to Be Human (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 4.01 — 5,643 ratings — published 2025
The Malevolent Volume (Paperback)
by (shelved 1 time as most-depressing)
avg rating 4.05 — 313 ratings — published 2020
Blob: A Love Story – A Witty and Heartfelt Debut Novel About Identity and What It Means to Be Human (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 3.29 — 11,472 ratings — published 2025
In the Dream House (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 4.39 — 159,896 ratings — published 2019
The Book of X (Paperback)
by (shelved 1 time as most-depressing)
avg rating 3.95 — 4,908 ratings — published 2019
No Exit (Paperback)
by (shelved 1 time as most-depressing)
avg rating 4.11 — 46,271 ratings — published 1944
Knife: Meditations After an Attempted Murder (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 3.99 — 26,682 ratings — published 2024
My Time to Stand (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 3.51 — 9,324 ratings — published 2024
A Good Happy Girl (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 2.89 — 2,925 ratings — published 2024
Blue Sisters (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 3.92 — 280,190 ratings — published 2024
Careless People: A Cautionary Tale of Power, Greed, and Lost Idealism (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 4.16 — 87,622 ratings — published 2025
The Drunk, The Gambler, and The Lover (Kindle Edition)
by (shelved 1 time as most-depressing)
avg rating 3.52 — 63 ratings — published
Keeping His Whims in Check (Kindle Edition)
by (shelved 1 time as most-depressing)
avg rating 3.59 — 129 ratings — published 2016
Down the Drain (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 4.36 — 90,326 ratings — published 2023
カーストヘヴン 1 (Caste Heaven, #1)
by (shelved 1 time as most-depressing)
avg rating 3.69 — 1,750 ratings — published 2015
In a Dark, Dark Room and Other Scary Stories (Paperback)
by (shelved 1 time as most-depressing)
avg rating 4.30 — 5,601 ratings — published 1984
Love You Hate You Miss You (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 3.75 — 7,899 ratings — published 2009
The End (A Series of Unfortunate Events, #13)
by (shelved 1 time as most-depressing)
avg rating 4.04 — 116,131 ratings — published 2006
The Penultimate Peril (A Series of Unfortunate Events, #12)
by (shelved 1 time as most-depressing)
avg rating 4.08 — 116,327 ratings — published 2005
Good Material (Paperback)
by (shelved 1 time as most-depressing)
avg rating 3.82 — 248,749 ratings — published 2023
Paris: The Memoir (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 4.21 — 87,483 ratings — published 2023
I Who Have Never Known Men (Paperback)
by (shelved 1 time as most-depressing)
avg rating 4.11 — 422,301 ratings — published 1995
The Grim Grotto (A Series of Unfortunate Events, #11)
by (shelved 1 time as most-depressing)
avg rating 4.03 — 123,959 ratings — published 2004
I’m Glad My Mom Died (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 4.44 — 1,429,527 ratings — published 2022
The Slippery Slope (A Series of Unfortunate Events, #10)
by (shelved 1 time as most-depressing)
avg rating 4.05 — 135,053 ratings — published 2003
The Flame (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 4.04 — 4,487 ratings — published 2018
Slut Vomit: An Anthology of Sex Work (Outcast-Press Anthologies)
by (shelved 1 time as most-depressing)
avg rating 4.47 — 30 ratings — published 2022
The Carnivorous Carnival (A Series of Unfortunate Events, #9)
by (shelved 1 time as most-depressing)
avg rating 4.01 — 139,675 ratings — published 2002
The Hostile Hospital (A Series of Unfortunate Events, #8)
by (shelved 1 time as most-depressing)
avg rating 3.99 — 128,250 ratings — published 2001
The Vile Village (A Series of Unfortunate Events, #7)
by (shelved 1 time as most-depressing)
avg rating 3.97 — 153,067 ratings — published 2001
The Ersatz Elevator (A Series of Unfortunate Events, #6)
by (shelved 1 time as most-depressing)
avg rating 4.06 — 158,988 ratings — published 2001
The Austere Academy (A Series of Unfortunate Events, #5)
by (shelved 1 time as most-depressing)
avg rating 4.01 — 173,147 ratings — published 2000
The Miserable Mill (A Series of Unfortunate Events, #4)
by (shelved 1 time as most-depressing)
avg rating 3.86 — 183,702 ratings — published 2000
The Wide Window (A Series of Unfortunate Events, #3)
by (shelved 1 time as most-depressing)
avg rating 3.95 — 210,117 ratings — published 2000
The Reptile Room (A Series of Unfortunate Events, #2)
by (shelved 1 time as most-depressing)
avg rating 4.02 — 243,902 ratings — published 1999
The Bad Beginning (A Series of Unfortunate Events, #1)
by (shelved 1 time as most-depressing)
avg rating 4.02 — 567,135 ratings — published 1999
Piglet (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 3.39 — 42,451 ratings — published 2024
The Yellow Wall-Paper (Paperback)
by (shelved 1 time as most-depressing)
avg rating 4.07 — 352,797 ratings — published 1892
Age of Vice (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 3.61 — 33,795 ratings — published 2023
Evicted: Poverty and Profit in the American City (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 4.47 — 112,943 ratings — published 2016
Nocturnes: Five Stories of Music and Nightfall (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 3.51 — 32,392 ratings — published 2009
Going to Meet the Man (Paperback)
by (shelved 1 time as most-depressing)
avg rating 4.37 — 8,423 ratings — published 1965
Sonny's Blues (Story collection)
by (shelved 1 time as most-depressing)
avg rating 4.33 — 8,955 ratings — published 1957
The Only Thing Worth Dying For: How Eleven Green Berets Forged a New Afghanistan (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 4.32 — 4,539 ratings — published 2010
A Little Life (Hardcover)
by (shelved 1 time as most-depressing)
avg rating 4.28 — 909,362 ratings — published 2015
