Anna Brown has the perfect life. She's pretty, smart, has great friends and a boyfriend. Who abuses her. So, maybe her life isn't as perfect as everyone thought. Will Coleman really does have a perfect life-- rich parents, popularity, good looks. He has everything he needs, but not what he wants. Anna is the only girl who doesn't fall over her feet for Will and he's intrigued by her and her ornery ways. So, he strikes up a deal with her-- he'll help her get 500 signatures to save the local Cherry Tree that means so much to her if she'll pretend to be his girlfriend to meet his parents. Desperate, she agrees. After all, what could go wrong? As it turns out, a lot.