Which are the most fucked up books you've read?
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The Reckoning by Grisham.
Death in Her Hands by Moshfegh.
The Long Walk by King.
The Children of Hurin by Tolkien.
Angela's Ashes by McCourt.
Already mentioned but The Road, definitely.
The Children of Hurin is one of my favourite books. It's been a while since I read it, but I remember I loved it for the beautiful prose and just how sad (and messed up) the story is.