A sitter's last-minute cancellation leaves Samantha to watch Jonathan while Angela and Tony go to a parents' meeting at school. Samantha panics when Jonathan inadvertently tosses a piece of jewelry down the sink drain. Although Tony had told her not to have any guests, the house is soon full of her friends: Chad, a boy who thinks he can retrieve the missing jewelry, and four of Samantha's friends who come to admire Chad. Tony and Angela return home just as the kids are sneaking out.

Samantha thinks her boyfriend Chad is the cat's meow when he writes a song just for her. Word gets around, and the tune is heard by legend Ray Charles whom Angela cooerses into recording it for her ad agency. When rat Chad starts seeing another girl, Samantha is so infuriated she demands the recording not take place. It takes a stellar performance of the song by Ray to make Samantha see that her friendship with Angela is more important than getting back at Chad.