It wasn’t all that long ago that you would have been ridiculed for wearing anything resembling cropped trousers.
Given that the prevailing rule for trouser length has for decades been that the hem should come to lightly rest upon the top of the shoe, forming a break at the shin, it isn’t any wonder that when cropped trousers came onto the scene they were simply regarded as trousers that didn’t fit.
Womenswear was the first to incorporate cropped trousers in the form of capri pants, but for men, the old sartorial rules held fast until only relatively recently.