The gang decides to rectify the thing that they most regret doing or not doing during their time at high school. Sly's biggest regret is never telling Lorena that he has feelings for her. He tries to fix the problem by sending her anonymous love letters. Tiffani's biggest regret is being mean to a boy that asked her out freshman year. While, Sam and Tony regret not competing in the dance contest. Mark regrets letting the school's gym teacher get to him and Jake regrets not playing the bagpipes in public.