Fashion has no intrinsic truth. How you dress signals which group/movement/cultur you are par of and, indeed, which ones you are not part of / seperat from / against, even.
Do / did blues men dress sharp? Well, sure the ones who want to say "I'm urban slick, not farm boy" and conversely, does Seasick Sick Steve not cair? Or is he saying "delta shack, not urban slick" or something?
View: https://youtu.be/113FzU6Uf9U
Remember, in the first decades of the 1900s men might own two suits; Sunday best and one - jacket and two pair pants - for the rest. If you've made it as a musician, (pimp, drug dealer, hustler) you signal that with totally non-streat clothes.
Tails and black tie? Classical mainstream.
Bright pink hair with the BBC SO behind you "I'm as good as them and better"
Glittery leotard? Girl power
Brogues polished so you can see your face? Straight as an arrow
DMs polished so you can see your face? Bova boy
Personally, I think Mao got it righ.
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