Lyric discussion by palgup 

I think this verse is the hardest to interpret...

So remember those who win the game Lose the love they sought to gain In debentures of quality and dubious integrity Their small-town eyes will gape at you In dull surprise when payment due Exceeds accounts received at seventeen

In my opinion, this doesn't refer to the beauty queen later in life regretting the choices she made during high school. It's more of an instant karma. She flirts and gets the handsome football star, intending to ride off into the sunset with him and live happily every after. But Prince charming doesn't want to love her, he wants to have sex with her. The relationship is shallow, lacking quality and of dubious integrity. She's taken aback when she realizes that she's putting out (payments due) but not receiving the love she sought (accounts received). This realization occurs not in the far off future - but at seventeen. Hence the last two words.

@palgup:

Awesome explanation of this verse. I've been looking far and wide to find someone who has a good grip on this verse, and I think you nailed it.

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