After going on a date with an old flame with ulterior motives, Courtney realizes that hidden agendas also apply to dating now that he's a public figure; now he will need T.K. and Jermaine's help to recreate a throwback prom-posal to hopefully get a second chance with someone he truly likes. Meanwhile, Reverend Ocho Okoye tries to get a hesitant Dina to join the church choir which leads to a soulful result.

After Courtney and his crew discover the historic music venue in Fort Grey, Tito's Ballroom, is closing down for good due to increased rent costs, he attempts to save the club by sponsoring a music festival and enlists Bay Area rap legend E-40 to headline the event. However, Ed Gunt opposes keeping Tito's open which leads Courtney to an unexpected way of winning him over. Meanwhile, Dina agrees to become choir director and realizes her teaching style might be preventing her group from singing in perfect harmony.