Summer is her favorite time of the year. Because that's when she gets to watch (not stalk) the boy she fell in love with who lives across the street. Naomi spends every summer at her aunt's house and does absolutely nothing but gaze dreamily at West Gray as he and his friends do all sorts of crazy things. She doesn't have a single friend in that neighborhood yet she knows every single one of them. But one day, fate gets tired of her unprogressive one-sided love and decides to get things going, and by fate it means her mysteriously smart white cat, Whisky. With her help, Naomi finds herself in the middle of what she only used to watch from her bedroom window...

Holly's new, young teacher has a dark past, and a dangerous future. She soon finds herself charmed by his ways, and gets thrown into the chaos. Who knew having an ex-gangster for a teacher could be so troublesome? As Holly and Mr. Heywood grow closer, more questions about his past come upon Holly, as does danger. What is Mr. Heywood keeping from Holly? And why is it so bad? But most importantly, if she falls for him, could their relationship survive? After all... it would be a proscriptive relationship.