Charlotte and Oliver have been friends forever. She knows that he, Abe, and Trip consider her to be one of the guys, and she likes it that way. She likes being the friend who keeps them all together. Likes offering a girl's perspective on their love lives. Likes being the behind-the-scenes wordsmith who writes all the lyrics for the boys' band. Char has a house full of stepsisters and a past full of backstabbing (female) ex-best friends, so for her, being friends with boys is refreshingly drama-free...until it isn't any more.

When a new boy enters the scene and makes Char feel like, well, a total girl...and two of her other friends have a falling out that may or may not be related to one of them deciding he possibly wants to be more than friends with Char...being friends with all these boys suddenly becomes a lot more complicated.