Song She Inspired: LFO - "Girl On TV" (1999)
Highest Position on the Billboard Hot 100: 10

Every girl wants her boy to write a song about her, doesn't she? And when the girl is a TV star, and the boy is in a pop group, well, it's just gonna happen. Jennifer asked her then-boyfriend Rich Cronin (who died in 2010) to pen her a ditty; the result was this cheesy yet catchy song about a hot girl who is, you guessed it, on TV. It was a tended gesture, but didn't prevent Hewitt from dumping Cronin in 2000. Years later, he revealed she had cheated on him.