Lyric discussion by bkabbott 

GIven the time frame - subtlety. I have a few ideas - increasingly more lewd - shield your kids' eyes exponentially between a and c (see i did a better job than the government)

a. Different class or he fell in love with someone he couldn't be with forever.

b. An affair - again not sustainable.

c. ((A prostitue) or (a or b)) that satisfies him sexually when his other does not.

Of course this song could just be about a random hookup and an attempt by a man to attach some significance to this girl (like she would enjoy that).

I wasn't born in this time. But shit this nigga is fucked. Nigga got to learn to be nonchalant. If he do I am confident my nigga Chet Baker be OK.

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