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It's safe to say Dylan Schoenfield is the pink princess of Woodlands Academy in Los Angeles. Everyone wants her boyfriend, her friends, and her brand-new it bag. She's the coolest person in town. But when she accidentally throws her Serge Sanchez bag into a fountain, she meets her own personal frog, self-proclaimed film geek Josh Rosen. Josh begs Dylan to let him film her for his documentary on high school popularity in exchange for rescuing her backpack. F-list Josh enters Dylan's world reluctantly, and she is surprised to learn that nerds can be hip. It all comes crumbling down when Dylan's so-called prince charming of a lover breaks up with her. Will Dylan be crowned Blossom Queen at the Woodlands Academy Fall Formal? What are the chances that Josh's short film will be selected for the tenth annual Woodlands Academy Film Festival? How successful will Dylan be in putting her life back together with Josh's help?