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I think the 20-24 line is hinting at a bad economy.
You just can't hear that hint over the hint of the constant torment of the growing lower class
For real. Middle class was a low but comfortable bar back in 1987 when I was born. My parents went above and beyond having two incomes, one of them being a small business. I do essentially the same thing as my mom small business wise, and my wife makes arguably more than my old man dad, but the thought of doubling our starter home (or even moving out of it) just hasn't crossed my mind.
And we also had kids about three years later on average than my folks did (though compared to my wife's folks, about five years earlier).
The '90s were fucking awesome (except for the acid rain, shit had me spooked in first grade when they played the laser disc about it).
35-39 maybe just barely made the cut before the start of the collapse. But generally i expect all of them to trend down in the long run