Based on the novel of the same name, "Confessions of a Teenage Drama Queen" follows Lohan's Lola Steppe, a 15-year-old aspiring actress whose family moves to a new school district. Lola gets cast in the school play, but she uses her acting skills to lie to her friends and classmates. When she and best friend Ella sneak away to New York City to try to see their favourite band's farewell tour, everything that could go wrong does, and Lola's lies unravel.