Jack Gordon has wanted nothing more in his life than to be what his father always thought he could: a writer. After Jack's father mysteriously disappears before the end of his junior year of high school, he decides to document the events of his summer in the form of letters. At first he has a major case of Writer's Block, that is, until he meets Beth Gannon and her best friend, Ellen when they come to vacation in Jack's town for the summer. Ever since her tragic breakup with her boyfriend, Travis, Beth has tried to escape the good-girl persona she's had her entire life. She knows we've only one life to live, so why not choose now to live it? The problem is that Jack and his friends have an awful game that they like to play: One and Done, a series of One-Night-Stands. Jack is given the challenge of sleeping with Beth before she leaves his town or he'll have to give up his reigning spot of captain of the varsity baseball team to his best friend, Chris. He's worked hard for that spot and is determined to keep it. With his newfound interest in Beth, and his newfound interest in finding his father, Jack's summer is about to get a lot more interesting.