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Noam Chomsky on Anarchism.
Agree with him or not, but you don't really understand the world until you at least understand Chomsky's outlook. Any good Chomsky book makes a great read. If you're interested in the media/propaganda check out Necessary Illusions. If you're interested in US foreign policy check out Hegemony or Survival. Chomsky is the only important intellectual/author of our time. He's the only one who will be taught 50-100 years from now.
If you're looking for for entertainment, I recommend a good book of Bukowski's short stories. Tales of Ordinary Madness and The Most Beautiful Women in Town are my favorites by him.
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