The Fresh Prince Of Bel-Air: Young And Restless
Series 1, episode 18 from 1991.
Granny comes to stay, as she’s recovering from flu.
Philip looks to overly protect her but she wants to be free and sneaks off to a rap concert with Will.
Philip goes after them and inadvertently walks on the stage as the rapper is being announced.
He gets booed off.
Movie pages here.