School heartthrob Drake, who is known for his irresistible charm, loses a bet with his best friend. As punishment, Drake must make a girl fall in love with him in 30 days and eventually break her heart by confessing about the wager. He then sets her eyes on the nerdy transferee Sophia, a girl with serious family issues. For Drake, she is just another game that he has to win; for Sophia, he is just an unwelcome distraction from her goals. But their preconceived notions of each other change when they find out they share a common pain--underneath his carefree demeanor and her tough girl attitude are children longing for home. Their shared brokenness leads them to find refuge in each other. However, the trust and comfort they have found in each other begin to crumble as the secret of the bet casts a shadow on their happiness. Drake and Sophia must now come to terms with pain and hurt before they can rebuild their special friendship.