It’s “Take Your Son to Work Day” and Dean heads to band practice with Bill. But the “grown folks’ business” at the music studio prompts Lillian to have to pick up Dean. While at her office, Dean finally learns what his mom does while he’s at school all day, gaining a newfound respect for her career and ambition.

Torn between his secret relationship with Keisa and his friendship with Broderick, Dean turns to Jackie for advice. Meanwhile, after her latest run-in with the law, Jackie decides to turn over a new leaf.