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Wear whatever , however you want. There are no rules
Depends heavily on the occasion. And they are more what you’d call “guidelines” than actual rules.
Literally started doing that because my pants were a little too long and I wanted a breeze against my ankles. I’m 75 percent certain it started as a functional trend that people emulated solely for aesthetic.
I chose rolled trousers freely. You should also choose freely, world be damned