Ray is miserable after breaking up with Taylor. When Maya cheers him up with a day out, Ray has a plan of his own. Meanwhile, JJ is nervous about his first friend date with Aaron, so Dylan offers to make sure everything goes smoothly; however, it’s everything but smooth. And Kenneth teaches Jimmy how to be the one in charge at home.

Maya and Melanie take their promising new fashion line to the 2019 Abilities Expo, only to walk into a room full of familiar and unfriendly faces. Ray accompanies JJ on an overnight college visit. Meanwhile, Dylan’s test scores lead her first to Mr. Powers’ office hours, then to a journey within.

When Maya insists that it’s time to meet Izzy, a reluctant JJ arranges a game night for his family and new girlfriend. Ray tries to help on the big night, but his attention to detail puts a major crimp in JJ’s evening. Meanwhile, Dylan and Kenneth let their appetites get the better of them.

Outraged that JJ’s girlfriend, Izzy, declines his invitation to prom, Dylan and Ray swing for the fences with a bold plan to make her jealous. Jimmy, Kenneth and Melanie coach Maya through accepting criticism for the good of her company, and one of the DiMeos takes a big step into a new life.