Dre is disappointed when the older kids balk at a family tradition.

Jack performs the song “Gold Digger” at a school talent show and when he sings a lyric that includes THE word, it leads to his possible expulsion from school. Dre and Bow work together to get him reinstated, and along the way, examine the evolution of THE word through the generations and just who, if anyone, has the right to use it.

While Dre and Bow take Zoey on a trip to visit Bow's alma mater, Brown University, Dre battles with his fear of flying through a little pharmaceutical assistance to get him through the flight. One loopy miscommunication leads to another and somehow Charlie ends up babysitting the kids. When Charlie shares details about Dominique (played by Amber Rose), an old flame that has come back into the picture, the kids hatch a plan to charm her by pretending that the home and children are all a part of Charlie's domesticated lifestyle. Meanwhile, Bow becomes over-excited about sharing Brown University with Zoey and after a series of embarrassing moments, threatens to turn Zoey off from Brown altogether.

After a situation arises at work, Dre’s views are confronted regarding how black people are perceived now versus when he grew up. He wants to be more open-minded about being a part of his community, and his first step is joining his Homeowners’ Association. Meanwhile, Bow wants to spend more time with the kids before the new baby arrives and gets advice from Pops on how to make them want to be around her.

After Junior embarrasses Dre during a basketball game, Dre decides to remind Junior of his master pranking skills so he’ll never challenge him again. Meanwhile, the neighborhood participates in a “mischief night” during Halloween where petty crimes become legal, and Ruby takes it too far with the kids.