Ryan Dean West is a 14-year-old junior at a boarding school for rich kids. He’s living in Opportunity Hall, the dorm for troublemakers, and rooming with the biggest bully on the rugby team. And he’s madly in love with his best friend Annie, who thinks of him as a little boy. With the help of his sense of humor, rugby buddies, and his penchant for doodling comics, Ryan Dean manages to survive life’s complications and even find some happiness along the way. But when the unthinkable happens, he has to figure out how to hold on to what’s important.
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It's his last year at Pine Mountain, and Ryan Dean should be focused on his future, but instead he's haunted by his past. His rugby coach expects him to fill the roles once played by his lost friend, Joey, as the rugby team's stand-off and new captain. And somehow he's stuck rooming with 12-year-old freshman Sam Abernathy, a cooking whiz with extreme claustrophobia and a serious crush on Annie Altman - aka Ryan Dean's girlfriend, for now, anyway.