The Caine Mutiny is one of my personal favorites, along with LOTR. Anything by Herman Wouk is brilliant, but Caine Mutiny and Winds of War are his best. I also liked Marjorie Morningstar by him, but it's not for everybody. For a meandering, philosophical book, I'll still pull out my old dog-eared copy of Zen and the Art of Motorcycle Maintenance. The Bible never gets old. Francis Schaeffer's "The God Who is There" is a brilliant book on Christianity in a post-modern world.
For heavier reading, The Bell Curve is a good, but long read. Robert Bork's The Tempting of America should be read by every thinking person, IMHO. Starship Troopers is a little long on philosophy and short on action for my tastes, but was certainly a worthy read.
For trash reading, Hollywood Babylon is a blast. Moe Howard's autobiography, Moe Howard and the Three Stooges, is short and poorly written, but I love it because it's Moe actually writing it, not a professional writer pretending to be Moe Howard. If you've ever gotten into comic books, Batman: The Dark Knight Returns is IMHO, the best comic book ever written. Raymond Chandler writes great old detective books, I can read any of the Philip Marlowe stories over and over.
I find most sports books to be a total waste, but When Pride Still Mattered, a biography of Vince Lombardi is a good read, as is Instant Replay by Jerry Kramer, an accounting of the Packers '67 Super Bowl season (kind of strange choices for a Cowboys fan.) As you may have guessed, I have weird taste.
I bought that one at the last minute at the airport gift shop and then stayed up all night on a transcontinental flight reading it.