I love Chuck Klosterman. His essays and and commentary on pop culture are so clever. In addition to his books, he's written for Spin, The New York Times, GQ and still regularily contributes feature columns in Esquire. Imagine my surprise when I found "Chuck Klosterman Hypertheticals: 50 Questions for Insane Conversation."
I love things like this. They help pass the time on road trips and can make for some pretty hilarious ice breakers.You can learn a lot about a person when they answer whether or not they would hire a pornography enthusiast as their house painter.