In her diary, middle school student Jamie Kelly describes her life at home and at school, including her attempts to triumph over her nemesis, the beautiful and popular Angeline.
Jamie Kelly writes in her diary about her new jeans, which seemingly cause events that affect both her popularity and her efforts to get close to the eighth cutest boy in school, Hudson Rivers.
Jamie's diary reveals that her worst enemy is a sweetheart, her best friend is a backstabber, and she decides to collect clothes with Isabella for a local charity.
Jamie Kelly writes in her diary about her social studies teacher, Mr. VanDoy, the budding relationship between her Aunt Carol and Assistant Principal Devon, and the real story behind Isabella's detention.
" ... Isabella is probably right. She almost always is ... But of all the dumb things she's ever done, this has got to be the dumbest ..."--Cover back.
Jamie is upset because she is now automatic friends with her old enemy Angeline, and so she tries to find something that she and her real friend, Isabella, can do together for the school talent show without Angeline.
It is summer vacation, and Jamie, Angeline, and Isabella need money so that they can go to Screamotopia Amusement Park, but none of their money-making schemes are very profitable.