It's interesting, when I started playing in the 70s I wore unpleated, straight pants (luckily missed the flair period) with cowboy (think that's what they were called) horizontal front pockets that were the fashion. Think I changed to pleats and cuffs in the eighties and wore them seeming forever until the introduction of the flat front pants that came in the the oughties (is that the word).
Who knows what's next ... all I know is what my old man told me " if you keep it all long enough, it will become fashionable again one day".
Think he still has some brown suits. oxblood high heel shoes, flairs and all that "old" stuff packet away in anticipation.