Liv's boyfriend from Hollywood is a professional skateboarder, and is in town to participate in a local competition to which Liv is asked to sit on the panel as a celebrity judge. Sadly, Liv receives a text from him wanting to breakup and is intent on backing out of her judging position. Maddie, however, tells her that the best way to get over a breakup is to seek revenge. Meanwhile, Joey and Parker meet another professional skateboarder only to discover that he is a childhood friend of Joey's.
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It's Halloween, and Ridgewood High is hosting it's annual "Halloween Screamfest". Maddie gets invited to join the couples costume contest by her crush, and the pair has difficulty reading into the outing. Joey is interested in the new girl at school and Maddie suggests that he practice talking to other girls before approaching his crush. Unbeknownst to him, the first girl he approaches is his sister, Liv, while in costume. Meanwhile, Parker discovers a clown doll that once belonged to Karen, who thought she had long disposed of.
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