For Daphne, the glass is always half full, a situation is better managed with a dab of lip gloss, and the boy of her dreams—the one she's read about in all of her novels—is waiting for her just around the corner. For Gabby, nothing ever works out positively; wearing any form of makeup is a waste of study time, and boys will only leave you heartbroken. Her best friend, Mule, is the only one who has been there for her every step of the way. But when the richest boy in town befriends Gabby, and Daphne starts to hang out more and more with her best and only friend, Mule, Gabby is forced to confront the emotional barriers she has put up to stop the hurting. And for once, her sassiness may fall prey to her definition of stupidity.