songs about underage girls

No need for the “vaguely” qualifier, the song is definitely creepy. The paternalistic tone strongly implies an older man speaking somberly about a much younger [del]girl[/del] woman.

Cheap Trick’s Daddy Should Have Stayed In High School starts out intentionally creepy…

I’m 30 but I feel like 16
I might even know your daddy

Then goes over the top into “that’s-just-wrong”

I like you, and you like me, yes?
Sorry that I had to gag you
You look better completely undressed
Sorry but I had to have you

Kris Kristopherson’s Jody and the Kid starts with a very underaged girl, ages her, and then has her underaged daughter in the last verse.