5 Hardest Books To Read (That Are Totally Worth It) Books
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5 Hardest Books To Read (That Are Totally Worth It)

tyvick tyvick 513,348 views 5 items
Staggering page numbers, an infinite amount of strange and fascinating characters buried in almost as many digressions, technical and obscure theoretical findings...that's what these masterpieces are all about. If your idea of a good (and in my opinion with these works, great) read is a true intellectual challenges that affords the careful and diligent reader with some pretty amazing ideas/insights, then bust out the reading glasses and try not to strain your brain. Understanding any one of these books on a first read might just be an exercise in f*tility, since I think the authors themselves might not even understand them fully, but they're all great in their own way.

Be sure to check out Ranker's other lists like the 100 Books with Catchy First Lines.
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  1. 1

    Gravity's Rainbow - Thomas Pynchon

    9.0
    "A screaming comes across the sky." Opening line to a truly mesmerizing, infinitely detailed book. And I mean infinitely as in "Moving towards in infinity through means of theoretical calculus that eventually brings you to the point in which your present and past selves collide and you exist at all points in the universe for one second." Worth the read simply for that and the Adenoid subdued in a man's dreams with buckets of cocaine.
    BUY @ amazon
  3. 2

    Violence and the Sacred - Rene Girard

    BUY @ amazon
  4. 3

    The Sound and the Fury - William Faulkner

    8.5
    Imagine Rashomon, except told literally through the many perspectives of so many disparate and destructive characters. It's unbelievably confusing at first, and then harrowing as things become clearer and clearer.
    BUY @ amazon
  6. 4

    Ulysses - James Joyce

    9.1
    Joyce was an absolute master. That's all I can really say about this book right now, since it's staggeringly intricate and beautiful.
    BUY @ amazon
  7. 5

    The Way of Love - Luce Irigaray

    BUY @ amazon

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  1. Tommye Houghtling
    5 Hardest Books To Read (That Are Totally Worth It) at 10/29/2012 4:30 AM
    Nice hardest book to read here
  2. John Kennard
    Ulysses at 9/01/2011 2:41 PM
    _Ulysses_ is beautiful and hilarious and not difficult at all; it should be _FINNEGAN'S WAKE_ listed here!
  3. MikeRoss
    Ulysses at 8/19/2011 6:43 PM
    Not actually nearly as difficult as people say it is (except for the Oxen of the Sun chapter).
  4. Sisyphus4ever
    5 Hardest Books To Read (That Are Totally Worth It) at 8/04/2011 12:08 AM
    This forum has been a great list of book suggestions. I didn't enjoy reading when I was in high school but now that I'm out of college and can read for leisure I've started to thoroughly enjoy a difficult read. Just finished Crime & Punishment; thinking about Ulysses next. Thanks everyone!
  5. dukethepcdr
    5 Hardest Books To Read (That Are Totally Worth It) at 7/18/2011 3:44 PM
    Nice list. I'd never heard of # 1,2 and 5 before, so it was quite informative.
  6. lyon1535
    5 Hardest Books To Read (That Are Totally Worth It) at 7/14/2011 2:58 PM
    Read the Sound and the Fury. I didn't find Benjy's part that difficult, though I have to admit Quentin's part was really confusing at times.

    I'm reading Ulysses at the moment, I don't find it difficult. The only thing difficult to understand about it is all of its random allusions.

    I just turned 15 and am very boastful about the fact that I can read books like those two and Don Quixote.
  7. ckipper0
    5 Hardest Books To Read (That Are Totally Worth It) at 6/21/2011 1:49 PM
    Finnegan's wake. It can barely be classified as English...
  8. Kevin D
    5 Hardest Books To Read (That Are Totally Worth It) at 6/09/2011 10:44 PM
    Brief Interviews with Hideous Men by David Foster Wallace
  9. Satan
    5 Hardest Books To Read (That Are Totally Worth It) at 6/01/2011 10:25 PM
    Paridise Lost/Regained
  10. yos***ron
    5 Hardest Books To Read (That Are Totally Worth It) at 5/24/2011 4:08 PM
    I accept your challenge.
  11. Rufus Leaking
    5 Hardest Books To Read (That Are Totally Worth It) at 5/22/2011 9:11 PM
    what about Finnegans Wake?
  12. atorres11
    5 Hardest Books To Read (That Are Totally Worth It) at 5/22/2011 5:15 PM
    A light in August-Faulkner or for petes sake Moby Dick, those books were both tough for me and rewarding.
  13. Lilanac
    5 Hardest Books To Read (That Are Totally Worth It) at 5/21/2011 4:34 PM
    House of Leaves.
  14. AJSCHEUER
    5 Hardest Books To Read (That Are Totally Worth It) at 5/16/2011 4:27 PM
    Finnegan's Wake FTW!...
  15. Zaimiren
    5 Hardest Books To Read (That Are Totally Worth It) at 5/11/2011 9:41 AM
    Star Maker should be on this list.
  16. Mizen
    5 Hardest Books To Read (That Are Totally Worth It) at 5/06/2011 12:44 PM
    Evi1 - A Novel About you
    1. darthfigpucker
      5 Hardest Books To Read (That Are Totally Worth It) at 6/11/2011 12:09 PM
      Wow... okay. Very hard to find this book. You can get it here:

      http://www.scribd.com/doc/37727137/Evi1-A-Novel-About-You



      It's horiffic, disturbing, funny, cynical, and, above all, evil. About 2/3 into the book, there's quite a bit about Budha, Moses, Jesus, and Muhammad that's fictional, but somewhat historically accurate.



      The book is about the most evil entity in the universe/universes: you.
  17. Katie
    5 Hardest Books To Read (That Are Totally Worth It) at 5/06/2011 1:05 AM
    The Republic
  18. PaulBiehl
    5 Hardest Books To Read (That Are Totally Worth It) at 5/03/2011 11:28 PM
    How can les miserables not be on here? and how am I the first person to ask about it?
  19. stu5011
    5 Hardest Books To Read (That Are Totally Worth It) at 5/03/2011 6:31 PM
    Silmarillion, JRR Tolkien. Any piece of literature that reads like the Bible is a tough read to get through. Spoiler alert: who am I kidding, I get stuck 1/3 of the way through every time I try to read it(5th attempt and counting).
  20. nabokov
    5 Hardest Books To Read (That Are Totally Worth It) at 5/03/2011 3:23 PM
    pale fire?
    1. kinbote
      5 Hardest Books To Read (That Are Totally Worth It) at 5/05/2011 9:54 PM
      pale fire.
  21. AlejandroPabloDrallny
    5 Hardest Books To Read (That Are Totally Worth It) at 5/02/2011 9:44 AM
    Hey, Where's Tritram Shandy
  22. Tractatus
    5 Hardest Books To Read (That Are Totally Worth It) at 5/02/2011 6:05 AM
    Where's Wittgenstein?
  23. Girardian
    5 Hardest Books To Read (That Are Totally Worth It) at 5/02/2011 1:57 AM
    +1 for Girard
  24. Erik
    5 Hardest Books To Read (That Are Totally Worth It) at 5/01/2011 11:40 PM
    Nick Cave's first novel "And The Ass Saw The Angel" was incredibly dense, written in the point of view of an illiterate mute from Louisiana.
  25. dbr9
    5 Hardest Books To Read (That Are Totally Worth It) at 5/01/2011 11:36 PM
    Try Immanuel Kant's "Critique of Pure Reason", none of the stuff listed here is a match.
    1. good to be the king
      5 Hardest Books To Read (That Are Totally Worth It) at 5/05/2011 10:05 PM
      I agree with this
  26. TMFD
    5 Hardest Books To Read (That Are Totally Worth It) at 5/01/2011 10:16 PM
    My vote goes to Hegel, Brian Greene or Guy Debourd. These are great books, but hard?(ly)
    1. moodIndigo
      5 Hardest Books To Read (That Are Totally Worth It) at 5/17/2011 10:16 AM
      Phenomenology of Spirit... my head is still spinning...
  27. Alma
    5 Hardest Books To Read (That Are Totally Worth It) at 5/01/2011 9:33 PM
    Tolstoy's, "War and Peace" a super long soap opera.
  28. Bob H
    5 Hardest Books To Read (That Are Totally Worth It) at 5/01/2011 8:31 PM
    If you want a true reality-based intellectual challenge that will change how you look at everything, try Godel, Escher, Bach by Douglas R Hofstadter. Definitely not a comic book. (Atlas Shrugged? Really?)
    1. raito
      5 Hardest Books To Read (That Are Totally Worth It) at 5/01/2011 10:12 PM
      You realize that Atlas Shrugged is not a comic book, right?
      1. Bob h
        5 Hardest Books To Read (That Are Totally Worth It) at 5/01/2011 11:19 PM
        Of course it is. It may be 1084 pgs (PB) and have no drawings, but it's still a comic book.
        1. Gigi
          5 Hardest Books To Read (That Are Totally Worth It) at 5/18/2011 1:10 AM
          Definition of comic book: http://www.merriam-webster.com/dictionary/comic%20book\nDefinition of comic strip: http://www.merriam-webster.com/dictionary/comic%20strip\n\nTherefore, Atlas Shrugged is not a comic book. In order to be a comic book it has to have pictures, aka comics.
          1. Billdave
            5 Hardest Books To Read (That Are Totally Worth It) at 5/21/2011 3:10 PM
            Bob, leave the kids alone. They think Atlas Shrugged is great literature, hyperbole and metaphor will just confuse them. Okay kids, Uncle Bobby was just making a joke about the intellectual content of Ms Rands opus, not really saying it was a comic. Besides, comics almost always value basic human decency and logic, so the comparison is weak at best.
  29. ssss
    5 Hardest Books To Read (That Are Totally Worth It) at 5/01/2011 5:43 PM
    Yeah, I think anything by Hegel beats all of these, or Lacan
  30. circledancer
    5 Hardest Books To Read (That Are Totally Worth It) at 5/01/2011 5:34 PM
    foucault's pendulum by Umberto Eco.......a slog but worth it.
  31. emiapps
    5 Hardest Books To Read (That Are Totally Worth It) at 5/01/2011 4:12 PM
    What about Naked Lunch? Near impossible to get through...
    1. jhmcneil
      5 Hardest Books To Read (That Are Totally Worth It) at 5/02/2011 10:05 AM
      No, I loved it. Though I was a pretentious Lit. major at the time. I actually reread it about 6 months ago. Only difficult in the sense that you have to accept Burroughs reality as our collective reality. Oh dear, I still sound pretentious....sorry. Still love the book though.
      1. jhmcneil
        5 Hardest Books To Read (That Are Totally Worth It) at 5/02/2011 10:25 AM
        Come to think of it, I remember discussing this book with others in University and thinking that they sounded pretentious. Great, I've created my own chiasm, and I still sound pretentious.
        1. HeadyJ
          5 Hardest Books To Read (That Are Totally Worth It) at 5/05/2011 1:19 PM
          I thought pretentiousness was the required minor for all Lit. and Art majors. I've yet to meet one that wasn't so i just sort of assumed it was not only allowable but somehow mandated... ;)
  32. PatrycjaPolczyk
    Ulysses at 5/01/2011 3:53 PM
    I have to agree with zsamuel. it`s bad. it`s really wierd too. and even though it has it`s moments - it`s the book i`ve read for the longest and at the end was still asking myself why the h**l i did to myself...
  33. RobFonner
    5 Hardest Books To Read (That Are Totally Worth It) at 4/28/2011 10:04 AM
    I've read a lot of books and the single most difficult one was Dhalgren by Samuel R. Delany. You have to pay attention! Some pages have two different stories going on at the same time! Check it out.
    1. Skipdallas
      5 Hardest Books To Read (That Are Totally Worth It) at 5/01/2011 3:01 PM
      I read Dhalgren years ago and loved it despite its complexity.
      1. Skipdallas
        5 Hardest Books To Read (That Are Totally Worth It) at 5/01/2011 3:12 PM
        I also would love to have one of those necklaces that project the holograms!
        1. Grindstone
          5 Hardest Books To Read (That Are Totally Worth It) at 5/01/2011 4:14 PM
          One of my all time favorites.
  34. Rebecca
    5 Hardest Books To Read (That Are Totally Worth It) at 4/27/2011 11:28 PM
    Where is Ulysses and Brothers Karamazov?
  35. bramlet
    5 Hardest Books To Read (That Are Totally Worth It) at 4/27/2011 6:36 PM
    needs the brothers karamazov
  36. grahamhartle
    Violence and the Sacred at 4/27/2011 4:45 PM
    The theory expounded in this book was actually the basis of my university thesis. It's a bit tedious, but very interesting.
  37. UfosAreReal
    5 Hardest Books To Read (That Are Totally Worth It) at 4/27/2011 8:53 AM
    The Sot-Weed Factor. John Barth. Well worth the brain torture!
  38. Molly
    5 Hardest Books To Read (That Are Totally Worth It) at 4/26/2011 5:20 PM
    Why is A Clockwork Orange not on here? It's written in a made up language.
    1. Jake
      5 Hardest Books To Read (That Are Totally Worth It) at 5/02/2011 7:43 AM
      Seconded. You really have to read the first few chapters, then go back and start over in order to actually understand it. I was totally expecting it to be on here. Maybe a Top 10? :)
      1. jhmcneil
        5 Hardest Books To Read (That Are Totally Worth It) at 5/02/2011 10:08 AM
        My Lord that book is a bear to get through, it's a bad as Trainspotting.
  39. benc
    5 Hardest Books To Read (That Are Totally Worth It) at 4/26/2011 12:56 AM
    The Master and Margherita needs to be on here...
    1. dbr9
      5 Hardest Books To Read (That Are Totally Worth It) at 5/01/2011 11:34 PM
      WTF?? I can read M&M in a day!
  40. Kajer
    5 Hardest Books To Read (That Are Totally Worth It) at 4/25/2011 8:20 PM
    Needs the illuminatus trilogy
  41. PaperWingsXIV
    5 Hardest Books To Read (That Are Totally Worth It) at 4/25/2011 5:21 PM
    House of Leaves, definitely.
    1. lmwfy
      5 Hardest Books To Read (That Are Totally Worth It) at 5/01/2011 8:58 PM
      I came here to say this!
      1. Peter Collinson
        5 Hardest Books To Read (That Are Totally Worth It) at 6/09/2011 5:16 AM
        House of Leaves?! The only difficulty involved in reading it was enduring the author's stubborn refusal to include anything of interest in his lax, rambling catalog of banalities.

        That book doesn't belong on a list three doors down from The Sound & the Fury.
  42. EveRonan
    Ulysses at 4/24/2011 9:19 AM
    Worst. Book. Ever
  43. dacademe
    5 Hardest Books To Read (That Are Totally Worth It) at 4/24/2011 7:36 AM
    Thanks for sharing I
  44. robynn
    5 Hardest Books To Read (That Are Totally Worth It) at 4/22/2011 11:32 PM
    first
  45. Hammerfist
    5 Hardest Books To Read (That Are Totally Worth It) at 4/21/2011 9:53 PM
    Only Revolutions was a doozy to try to read... I liked it, though.
  46. NinjaSquirrel
    5 Hardest Books To Read (That Are Totally Worth It) at 4/21/2011 7:14 PM
    Rather than Ulysses, why not Finnigan's Wake? Ulysses I've read and (mostly) understood. Never could get into Finnigan's Wake though. Of course, if we're including nonfiction (hey, you said hardest books, not hardest novels!) I'd argue Tractatus Logico Philosophicus (starts off easy, then gets insanely mindbending within the first 5 or so pages), or maybe Groundwork for the Metaphysics of Morals.
  47. TYRU
    5 Hardest Books To Read (That Are Totally Worth It) at 4/20/2011 3:09 PM
    James Joyce is horrible
  48. G Z MAcks
    5 Hardest Books To Read (That Are Totally Worth It) at 4/20/2011 12:10 PM
    Illuminatus Trillogy...
  49. Pepe Snead
    5 Hardest Books To Read (That Are Totally Worth It) at 4/19/2011 8:02 PM
    No doubt, Atlas Shrugged was the greatest book ever written!
  50. JesseH
    5 Hardest Books To Read (That Are Totally Worth It) at 4/19/2011 1:24 AM
    What about "A Clockwork Orange"? There's a difficult one :)
    1. MariaF
      5 Hardest Books To Read (That Are Totally Worth It) at 4/19/2011 7:18 PM
      I agree, Burgess should have been added :)
      1. JesseH
        5 Hardest Books To Read (That Are Totally Worth It) at 4/20/2011 1:24 AM
        The book has its own dictionary in the back! hahaha
  51. Sloth of Doom
    5 Hardest Books To Read (That Are Totally Worth It) at 4/18/2011 3:59 PM
    Obviously not all books are gay. If that were the case where would baby books come from? I swear, kids these days....
  52. Nachos
    5 Hardest Books To Read (That Are Totally Worth It) at 4/17/2011 5:38 PM
    I vote for Walden
  53. Danielle
    5 Hardest Books To Read (That Are Totally Worth It) at 4/17/2011 10:49 AM
    "Infinite Jest" - David Foster Wallace should be on this list
    1. CG1234
      5 Hardest Books To Read (That Are Totally Worth It) at 5/02/2011 3:45 AM
      agreed
    1. calvin
      5 Hardest Books To Read (That Are Totally Worth It) at 4/17/2011 1:49 PM
      that book is terrible... you must be from africa?
      1. Wesker
        5 Hardest Books To Read (That Are Totally Worth It) at 4/22/2011 2:10 AM
        That book is great--and much a more difficult read than Sound and The Fury (and a Clockwork Orange).
  54. zsamuel
    Ulysses at 4/17/2011 10:05 AM
    The perfect example for the "Emperor's new clothes" syndrome. I bet that 90% of those saying how amazing this book is never read it, and those who did are too ashamed to call it for what it is: a badly written, mangled beyond comprehension collection of words.
  55. crazy poet
    5 Hardest Books To Read (That Are Totally Worth It) at 4/17/2011 9:16 AM
    I think there is one much harder to read: "to salpisma tis lyssas"
  56. mary
    5 Hardest Books To Read (That Are Totally Worth It) at 4/17/2011 6:30 AM
    where would we be without books? Mr.FanBoy probably can't read or was raised by wolves......
  57. mary
    5 Hardest Books To Read (That Are Totally Worth It) at 4/17/2011 6:24 AM
    Ulysses was a wonderful book.
  58. jenn
    5 Hardest Books To Read (That Are Totally Worth It) at 4/11/2011 6:35 PM
    Add Midnight's Children by Rushie
  59. PS3FANBOY
    5 Hardest Books To Read (That Are Totally Worth It) at 12/16/2010 11:51 AM
    BOOKS=GAY PIECE OF C**P
    1. Yunce
      5 Hardest Books To Read (That Are Totally Worth It) at 4/23/2011 1:51 PM
      On behalf of the gays: You are lame.
    1. Kayla
      5 Hardest Books To Read (That Are Totally Worth It) at 4/16/2011 5:06 PM
      Without books, you would not be able to state that opinion of yours.
    1. PS3FANBOYFANBOY
      5 Hardest Books To Read (That Are Totally Worth It) at 4/16/2011 4:24 PM
      books are a gay piece of c**p. F**k I hate them... Don't feed the trolls guys.
    1. vivien
      5 Hardest Books To Read (That Are Totally Worth It) at 4/15/2011 10:56 PM
      my good sir, you are "a gay piece of crap" because without books and education, you will always be mediocre at best (go look it up you little unintellectual s**t) and when i see you asking "would you like fries with that?" i will laugh in your illiterate minimum wage face.
      1. deltagolf93
        5 Hardest Books To Read (That Are Totally Worth It) at 4/25/2011 2:35 AM
        Lol, you're an idiot. He was being facetious; he's saying don't feed the troll. He only said that to make the original hatespeaker leave because if you argue, the troll wins. Second, how does one look up the f*ture? You said go look up how you would be without books and education? Hang on lemme google it. Third, you sound like a d******. . If you're so "literate", why don't you capitalize your sentences or use punctuation when necessary? I literally just made an account so I could say that to you.
      1. cheer2010
        5 Hardest Books To Read (That Are Totally Worth It) at 4/16/2011 6:52 PM
        I believe this is the most polite insult I have ever read. I truly wish more of mankind would be willing to defend the world of literature, after all without such where would we be today?
    1. PS3FANBOYKILLER
      5 Hardest Books To Read (That Are Totally Worth It) at 4/15/2011 1:46 PM
      Why would you go to a site, go to a page that discusses books, and then take the time to post your utterly incompetent post?
      1. Colin
        5 Hardest Books To Read (That Are Totally Worth It) at 4/17/2011 9:00 PM
        Why would you go to a page that discusses books, a subject you seem to know utterly nothing about, just to post YOUR utterly incompetent posts? At least these people arent kidding themselves when they think they have a relevant opinion to share.
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  61. roflcopter
    Ulysses at 8/12/2010 11:47 AM
    Ulysses was not worth the read. James Joyce was a drunkard and a braggart and all his writing shows that.
  62. Jesse
    5 Hardest Books To Read (That Are Totally Worth It) at 8/04/2010 12:04 AM
    agreed with atropos, house of leaves needs to be on this list
  63. Uhclem
    Gravity's Rainbow at 7/25/2010 3:07 AM
    Worth reading for Pynchon's "Proverbs for Paranoids"... sample:

    "If they can get you asking the wrong questions, they don't have to worry about the answers"
  64. Maddie
    5 Hardest Books To Read (That Are Totally Worth It) at 7/24/2010 7:33 PM
    I vote for Crime and Punishment. We read that in my senior high school class and I think I was the only one who actually loved it. Best book I've ever read (I'm only 18). :)
    1. Skipdallas
      5 Hardest Books To Read (That Are Totally Worth It) at 5/01/2011 3:08 PM
      Keep reading Maddie, there are thousands of Great books that will teach you the lessons of life, keep you entertained, and educate you all at the same time! Good Luck!
    1. Russophile
      5 Hardest Books To Read (That Are Totally Worth It) at 4/15/2011 5:55 PM
      All of Dostoevsky is amazing--though I think to a certain point Notes From Underground might belong on the list more than Crime and Punishment. I'm personally very partial to The Brothers Karamazov as well.
      1. ithecave
        5 Hardest Books To Read (That Are Totally Worth It) at 4/21/2011 4:59 AM
        Notes from Underground should most definitely be here; I've rarely come across a more convoluted, intricate work of art. Hey, that's existentialism for you, and I love it. If age is a factor, I'm only 16. =]
  65. Ekim
    5 Hardest Books To Read (That Are Totally Worth It) at 7/24/2010 3:46 PM
    Great list. Missing Infinite Jest, though
    1. Luke
      5 Hardest Books To Read (That Are Totally Worth It) at 4/16/2011 1:08 PM
      Seconded.
  66. kadireppa m
    The Way of Love at 3/03/2010 11:51 PM
    english book ukg

  67. Anonymous
    5 Hardest Books To Read (That Are Totally Worth It) at 2/23/2010 3:01 AM
    good list
  68. Anonymous
    5 Hardest Books To Read (That Are Totally Worth It) at 2/23/2010 12:48 AM
    amazing list
    1. Anonymous
      5 Hardest Books To Read (That Are Totally Worth It) at 3/01/2010 5:28 AM
      yes
  69. books are gay
    5 Hardest Books To Read (That Are Totally Worth It) at 2/22/2010 4:51 PM
    i think that to kill a mockingbird is soooooooooooooo frickin hard
  70. atropos77
    5 Hardest Books To Read (That Are Totally Worth It) at 2/08/2010 9:07 PM
    Might I recommend Pygmy by Chuck Palahniuk or House of Leaves by Mark Danielewski, if you wanna talk about incredible books that are nearly impossible to read. And by nearly impossible to read, I mean that literally. They're not "complicated". They're insanely written. Much more so then Ulysses or Violence and the Sacred.
  71. baseballfan
    5 Hardest Books To Read (That Are Totally Worth It) at 12/08/2009 11:31 AM
    Ive read Ulysses and yes it is a great read and ive nothing but good things about Sound and the Fury
  72. jane
    The Sound and the Fury at 9/13/2009 10:14 PM
    I listened to this on tape and it made so much more sense than when I tried to read it.
  73. litgoddess
    Violence and the Sacred at 8/28/2009 12:12 AM
    I got a headache just looking at the cover.
    1. tyvick
      Violence and the Sacred at 8/28/2009 9:14 AM
      Yeah, it was written in the seventies, a notoriously bad book-cover-design era
  74. mollie
    The Sound and the Fury at 8/07/2009 3:58 PM
    This book made me cry. At first because I didn't really get it. Then, because I did.

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