From Here to Eternity- James Jones
For all the Ayn Rand fans, FHTE is a more realistic, heartfelt and historically accurate look at the individual vs. society. Its long but it's an actual story, not a lecture.
God Bless You Mr. Rosewater- Kurt Vonnegut.
GBYMR is the anti Atlas Shrugged. Short, simple prose and the protagonist is an alcoholic determined to give his massive fortune away to a general population of undeserving lowlifes. It is also a good read for those who feel strongly about the Bible as the "Sermon on the Mount"is a central theme.
Huckleberry Finn- Mark Twain
Great American scenery and the best line ever about morality and following your conscience
"All right, then, I'll go to hell,"
The Rum Diaries- Hunter S. Thompson
Hunter S. Thompson's minimalist masterpiece that took 40 years to publish. It's much better than the movie and contains a lot more insight into lust, desire, and ambition than you might imagine from Hunter.
Blow- Bruce Porter
Whatever your feelings about the US drug culture, the true story of George Jung is an amazing and ultimately tragic American story.