Most fiction bores me so I read a lot of self development books, investment books, etc.
Anthony Robbins - Awaken the Giant Within. If you can get past him being cheesy this is really powerful stuff, especially if you need to learn how to control your emotions better.
David Deida - The Way of the Superior Man. Every male should have to read this book to graduate high school. It's basically about men today have lost what it means to be masculine and women have naturally compensated for that by taking over parts of the man's masculine role, but they are resentful for having to do that. He talks about how to rebalance "polarity" and fulfil your masculine role so the woman can confidently slide back into her feminine role. Guys with girlfriends/wives need this book.
Jim Rogers - Adventure Capitalist. About the billionaire investor's trip around the world with his wife. This guy is the shit. He's old but has a hot wife like 25 years younger than himself, just had kids the past few years (spent most of his life pimpin' and now he wants to chill), became a billionaire around age 35 then quit his position as a hege fund manager and started doing whatever he wants and just writing about investing, travelling, etc. This guy doesn't buy into the North American myth at all. He lives in Singapore so his daughters will grow up in Asia, and they have a Chinese nanny so they speak Chinese fluently. Rogers is a smart man, smart enough to know where the future's headed (and it ain't the US).
Tim Ferris - The Four Hour Work Week. Now when I look at it I realize how shitty that book is. But at the time it inspired me to do what I'm now doing, so I have to give it props. Leverage and automation is where it's at.