Based on the teen novel of the same name, Confessions of a Teenage Drama Queen follows Mary "Lola" Steppe (Lindsay Lohan), a newly displaced teen, whose divorced mother has relocated from the trendy life of New York City to the urban sprawl of Dellwood, New Jersey. Out of place in the surburban town, Lola sets her sights on the lead in the school play while fantasizing about her favorite rock group and how her life should be. When she learns that her favorite rock group is disbanding and is going to put on their final farewell concert in New York City, Lola pulls out all the stops to make it to the concert and meet the lead singer, Stu Wolff (Adam Garcia).

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