After Ruby's brother Roosevelt ruined Ruby's last slumber party with his pranks and scares, Ruby and her friends plot revenge--the kind that involves ingenuity and a lot of lipstick.
Ruby, an attention seeker, decides to try to copy the moves she saw at her cousin's cheerleading competition, but she only succeeds in breaking her arm which is placed in a hot pink cast that, ironically, brings her a lot of attention.
When sixteen-year-old Diego's girlfriend, Roxy, breaks up with him, he decides to form an alter ego named Dr. Truelove, who is a love advice columnist, and tries to win her back.