-insert comment about my love of painfully hip lit here-
Discover a curated list of painfully hip literature that defines modern cool. Dive into books that blend sharp wit, avant-garde style, and raw authenticity—perfect for the discerning literary rebel.
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Anthem
by Ayn Rand
Anthem is Ayn Rand’s classic tale of a dystopian future of the great “We”—a world that deprives individuals of a name or independence—that anticipates her …

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Brave New World
by Aldous Huxley
Huxley's story shows a futuristic World State where all emotion, love, art, and human individuality have been replaced by social stability. An ominous warning to …

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Nineteen Eighty-four
by George Orwell
Eternal warfare is the price of bleak prosperity in this satire of totalitarian barbarism.

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Fahrenheit 451
by Ray Bradbury
Guy Montag is a fireman, his job is to burn books, which are forbidden.

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On the Road
by Jack Kerouac
Jack Kerouac’s classic American novel of freedom and the search for originality that defined a generation “An authentic work of art.”—The New York Times Inspired …

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Kiss My Tiara
by Susan Jane Gilman
Irreverent, provocative, hip - this guide to power and attitude offers women an intelligent alternative to the negative messages we hear every day from magazines, …
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Prozac Nation
by Elizabeth Wurtzel
"A book that became a cultural touchstone." -- The New Yorker Elizabeth Wurtzel writes with her finger in the faint pulse of an overdiagnosed generation …
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Suicide Blonde
by Darcey Steinke
S. alone, "Suicide Blonde" is a beautiful, brutal cult classic that "Details" calls "a shocking and electrifying journey into the inferno of sexual obsession."