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Gotta be honest, that's literally what outlaw means
I think outlaw also implies being on the run.
Being an actual outlaw literally means you have been declared outside of the law for your presumed crimes. Anyone can kill you without question because society has washed its hands of you.
On the way to that status you will typically rack up some warrants and bounty offers.
Or not, depending on how corrupt the judge was.
I'm not arguing but there was a clear delineation where it went from like 20s outlaws to like 1990s pop culture criminals.
That would be “time”… you go through history and eventually you get to 1990.
I think it crossed over with Manson which was 60s/70s but I think your point stands.
Some of the criminals after the crossover were cult leaders though…
Came back around with Tyson and Trump (depending on your preferred political party).
I noticed that too. And I think it has to do with WW2. Hitler and his allies were the bad guys, and it seems there was a period going into and after the war where didn't pay much attention to any other criminals. During this time we saw the birth of Super heroes, and we rallied around the good guys.