Samantha Reid operates her own Ask Annie blog, an anonymous advice-giver, at school. She has always been the moral backbone of Whitney Boarding School for Girls. But when Whitney High decides to merge in with Cardigan Academy for Exceptional Young Men, she finds chaos ensuing from the chemical mixture of boys and girls. Not only that, but a Cardigan boy is determined to destroy the credibility of Ask Annie through his blog. Insisting on returning to the way things were, Sammie is set on rebuilding Annie--even if it means to become Annie herself.