The Bernie Mac Show (2001)

Season 2: Episode 3

Bernie is delighted that the kids are in a carpool because it means he will only have to drive them to school two days a week. The delight is short-lived when the carpool becomes more complicated. Jordan teases one of the boys in the car, so Bernie makes Jordan set up a playdate with him. Eventually the boy starts blackmailing Jordan to be his friend, and the boy's father won't stop bothering Bernie.