WINGER by Andrew W. Smith
Ryan Dean West is a fourteen year old junior at Pine Mountain, a boarding school for rich kids. He's currently rooming with the biggest (literally) jerk on his rugby team in O-Hall, the dorm for miscreants. He's two years younger than everyone else in his class and in love with his best friend, Annie, who thinks of him as a little kid. But this year is going to be different for Ryan Dean. This year things are going to change.
I can't say enough good things about this book. It was funny, it was sad, it was unexpected, it was... perfect. I know I should never say that about a book, but as I set it down after finishing it in one day, I turned to my husband and said, "I think that might be the best book I've ever read." I loved it. I absolutely loved it. I loved the characters, the plot (always full of surprises and bloody impossible to put down!) and the way all the chapters were short and sweet (which always makes me feel like I want to keep reading).
You need to read this book. I don't care who you are. If you're looking for a really amazing read, go get this book immediately. It's so fantastic, I can't even describe it. Just go get it. NOW.