The Ruby Oliver Series, written by Sarah Dessen, follows the life of a high school girl named Ruby Oliver. The series explores her experiences with friendship, love, and the challenges of adolescence. Ruby navigates the complexities of her social life, dealing with heartbreak and the ups and downs of teenage relationships. The series consists of four books: The Boyfriend List, The Boy Book, The Treasure Map of Boys, and Real Live Boyfriends. Each installment delves deeper into Ruby's journey, highlighting her growth and self-discovery as she learns to balance her emotions and friendships in a humorous and relatable way.