Listmania!
Favorite books that challenged form successfully.
By an Amazon.com customer
Pale Fire (Everyman's Library (Cloth))Pale Fire (Everyman's Library (Cloth)) by Vladimir Nabokov
Buy new: $14.96 / Used from: $9.24
Most famous for Lolita, this book changes what fiction can do and how stories can be told. Blew my mind the first time I read it.
The Road (Movie Tie-in Edition 2008 of the 2006 publication)The Road (Movie Tie-in Edition 2008 of the 2006 publication) by Cormac McCarthy
Buy new: $7.99 / Used from: $2.42
McCarthy needs to be read. This is one of his most accessible works, although I also recommend Blood Meridian.
The Ghost WriterThe Ghost Writer by Philip Roth
Buy new: $10.04 / Used from: $3.80
Roth won every major award in America in 90s. This is the first novel that introduced his famous character, Zuckerman. In a direct challenge to storytelling, fact, fiction and memoir, the character of Zuckerman allows Roth to re-imagine Anne Frank as a living sexual object. Quite a literary feat if you ask me.
As I Lay Dying: The Corrected Text (Modern Library)As I Lay Dying: The Corrected Text (Modern Library) by William Faulkner
Buy new: $11.53 / Used from: $7.12
Although I would love to recommend Absalom, Absalom!, this list tries to introduce more accessible works of post-modernity or structurally significant novels. As I Lay Dying is told from different character P.O.V. (cubistic narration) which might be confusing at first, but makes for a fantastic take on a seemingly simple, although unusual, story.
The Rules of AttractionThe Rules of Attraction by Bret Easton Ellis
Buy new: $10.17 / Used from: $3.00
This is one of the best novels on college life because it shows the moral depravity of the intellectually elite at its worst, which is college: Intellectual advancement and debauchery a-la-cart. Read this after Faulkner as Ellis utilizes cubistic narration here too.
One Hundred Years of Solitude (P.S.)One Hundred Years of Solitude (P.S.) by Gabriel Garcia Marquez
Buy new: $10.76 / Used from: $3.28
This is not as accessible as some of the others on this list, but keep track of the family tree on a separate notepad when you read this and you should be fine. At least, this is what my Dad did when I asked him to read this book. No other narrative weaves seamlessly through time in one sentence or a whole novel.
The Screwtape Letters: With Screwtape Proposes a ToastThe Screwtape Letters: With Screwtape Proposes a Toast by C. S. Lewis
Buy new: $17.99 / Used from: $11.97
This reverse look at the daemons that try to tempt us (he refers to Christian doctorine here and specifically minions of Satan, but I think the brilliance here is that it could easily be any personal vice) is his most fantastic to read and to think about. You won't feel as if you have just been served a theological treaty, but you might have a hangover.
BelovedBeloved by Toni Morrison
Buy new: $6.68 / Used from: $0.29
She is the best living American writer. This book transcends time much like Gabriel Garcia Marquez, but will haunt you for months after you read it. It does not come right out and try to be different, but it is truly a gem in fiction writing.
This Side of ParadiseThis Side of Paradise by F. Scott Fitzgerald
Buy used from: $2.19
The Great Gatsby . . . was well, great, but his first novel experimented with forms (an entire chapter is written in theatrical dialogue) and achieved levels of characterization not felt in Gatsby (although Gatsby got the 20s). Another look at a meaningful time, the twenty-something, and a novel that is overlooked.
Ceremony: (Penguin Classics Deluxe Edition)Ceremony: (Penguin Classics Deluxe Edition) by Leslie Marmon Silko
Buy new: $10.40 / Used from: $6.28
Native American storytelling doesn't challenge structure or form. It is its own structure, its own form. How does one try to write a novel with a story that needs to be heard blending this storytelling structure with the structure of Western thought that was established centuries ago? Read Silko's novel for the answer.