In "Player Beware," Jackie learns the real reason behind Luis' surprise visit to her house and believes that the best way to get over him is to ask Jon out on a date. A devastated Luis realizes he can't spend the rest of the summer in such close proximity to Katie and decides the only thing to do is leave Martha's Vineyard and return home. Jon's carefree attitude toward women catches up with him when Emily and Jackie compare notes. Katie begins to second-guess her recent choices, while Ben asks Gabby for a job. Meanwhile, an incident at a local party leads to a new understanding between rivals.