As in, The Disreputable History of Frankie Landau-Banks, by E. Lockhart? We read this book in high school book club last year, and had a fairly lively discussion about it, as I recall, but if you want to see a REALLY INTENSE discussion of every aspect, go here:
This is a 15-part video discussion of the book by: Kristin Cashore (author of Graceling, Fire, and Bitterblue); children's lit professor Deborah Kaplan; children's lit critic Rebecca Rabinowitz; and assistant book agent at the Sheldon Fogelman Agency Amy Stern. They all studied at the Center for the Study of Children's Literature at Simmons College. Now THIS is a book discussion! Here below is a photo of Kristin Cashore's color-coded copy of the book after she was done reading it. She says: "You know I got a LOT out of a book when it looks like this when I'm done!"