13312022, an actual answer: the late 70s-early 80s urban cowboy era Posted by Selah, Wed Feb-06-19 10:45 AM
there was a period where that whole country-chic thing was in parallelling an increased popularity for country music (several country variety shows, the popularity of folks like Kenny ROgers, Barbara Mandrell and their ilk)
hence you had all kinda famous people (not just Black) wearing cowboy hats, cowboy boots, tight-a$$ jeans, and even clothes with fringes and whatnot
see also: Rick James "fire it up" cover as yet another example of us doing what we do and being super-extra with it
i have pics from my mother's hangouts where several folks are going that route
also consider: in certain southern locales (Houston for sure) there are people non-ironically wearing this type of gear to this day
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