Raviva is thrilled when she scores her first gig in Chicago. But, when Lou finds out that Jamel helped Raviva get her big break, he starts to think twice about ending things with Bekah. Meanwhile, Daphne worries that she's dating a "home fielder" when Todd can only mack to his own playlist. Then, Sophia and Miles try to figure out if the new hottie at the park is playing for Sophia's team or Miles'.

It's Daphne's birthday and she's determined to throw her first classy party in the hopes of impressing Todd - can her friends keep a lock on their embarrassing stories for one night? Lou is offered a promotion that would earn more dough, but push him farther from his dreams. Meanwhile, things get even more complicated for Lou when Bekah starts sending him scandalous texts and Raviva gets suspicious. Sophia is making headway on her novel, but will taking creative liberties with her friends' lives come back to bite her?

Lou and Miles decide to throw a bro-down to lift their sagging spirits, and Sophia tries to improve her writing by living more adventurously.