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WEBMISTRESS speculates:
This is a song is about a good girl gone bad, obviously. A side note: John Stewart really likes the phrase "down the line", doesn't he? Just transcribing the songs Lindsey appears on for him, I've seen it several times - Buddy Won't You Roll, Somewhere Down the Line, etc. But I don't know, maybe that was a big phrase back then, Lindsey uses it in a couple songs, too - Monday Morning, for instance - and Stevie uses it as well in songs like Ooh My Love and I Don't Want to Know. OK, I've gotten off on a tangent! As for this song, not my favorite, but not too bad, either.