Will & Grace (1998) - 4x04 - Prison Blues

After Stan is arrested for tax evasion, Grace and Karen timidly visit him in prison, and Grace is so moved to help her worried friend that she moves right into Karen's deluxe apartment in the sky—where she becomes a demanding guest who's soon hooked on servants, bubble baths and an extravagant lifestyle. Meanwhile, as Stan's attorney, Will struggles with stagefright when he babbles on during a TV news interview, so Jack convinces him to polish his communication skills by attending an acting class ruled by an imperious teacher.