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Well, I'm pretty sure it's just one word for starters.
I've always read 'rapscallion' as a sort of youthful miscreant: an almost gender-neutral mildly negative label applied to a person lacking the wisdom of age who is engaged with some slightly rebellious activity.
The word died about the time of ww2, when most of those erstwhile rapscallions became war veterans or casualties.
Those rapscallions veterans would go on to accuse the the next generation of rapscallions of being punks.
Edit: Just checked if YouTube had a supercut of WIlliam Shatner's TJ Hooker calling kids "punk"", but alas: nothing.
Fair. But my wueseuj was to mean, why is it a bad thing? What is a rap scallion? Sort of one how “asshole” is a derogatory, and it’s… well, an asshole. No one wants to be one. So why is a rapscallion bad?
Most societies historically had some form of negative pressure applied to post-adolescents who refuse to accept adult responsibilities.
Of course, you said not to search so I'm just spitballing here.
A good a guess as any. Though someone googled it… ☹️
And, in doing a search, it looks like I was wrong!
;)
https://www.merriam-webster.com/dictionary/rapscallion