This was hardly the way Jessie imagined her first year at cypress academy, the same school her mother went to 20 years before her. She imagined going in and being accepted by her peers, as the new legacy student. However what actually happened was that she got challenged by the schools most popular legacy student, Tia Jones. She was challenged to make Nick " The cold" Kelly, the school's top bad boy, fall for her. If she doesn't succeed in getting him to fall for her, Tia says that she will ruin her reputation. Will she be able to make him fall for her, or will she ultimately fail.