Gracie May Howards is a brat. She's mean, and she not very smart at all. But she has that personality that's strong that you can't say no to. She is rather naive when it comes to guys. She really doesn't know anything about love, about accomplishments, and feeling good about what you do, until she meets her arrogant, rude, straight forward, mean Tutor.

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.