livro do desassossego is extremely depressing also, but in a "vou te matar, fdp" way.
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Haha, greetings, compatriota! You know what I'm ashamed as a Portuguese citizen for not yet having read O Livro do Desassossego. Will work over that flaw over the Summer, if Thor doesn't smite me for my heresy by then. My favourite Pessoa is Alberto Caeiro, by the way. Also depressing in his own way, but very inspiring too.
Jude the Obscure. Good god.
Journey To The End of The Night By Louis Ferdinand Celine
I don't know why but I was thoroughly depressed by Kerouac’s “On the Road”. I guess there’s something about “drifting” through life all alone which kind of depresses and (at the same time) scares me.
And Thomas Hardy, most definitely.
The Bluest Eye by Toni Morrison
Flowers for Algernon by Daniel Keyes
No, Thor has been kind to me, you see, I haven't had to go through the disgrace of seeing my friends prosper ;)
Had to look those lines up, by the way. A great poem it is, thanks for the heads-up!
The Animal Farm. Don't remember who it is by but it was a long time ago and I could not sleep for nights lol.
Cat
I found Orwell's 1984 thoroughly depressing, but loved every minute of it.
Also, Ludmilla's Broken English by DBC Pierre...hated it...couldn't finish it, despite several attempts.
The Charterhouse of Parma, perhaps is one of the most depressing books I have read...
1984 by Orwell
One Day in the Life of Ivan Denisovitch by Aleksandr Solzhenitsyn was pretty depressing from what I can remember.
and similar to Ivan Denisovitch, 'Grass Soup' by Zhang Xianliang.