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Ham on Rye or Factotum by Charles Bukowski. In the first he describes his miserable childhood, in the second he describes being something of an alcoholic drifter. It's all semi autobiographical. He can be funny, insightful and a raging asshole, sometimes all at once. The Shining, Catcher in the Rye and Lolita are the only books I've read more than once but old Hank Bukowski, "poet laureate of L.A. lowlife," is a more recent favorite.