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I hope pleats never make a comeback
Yes but they're considered quite fashion forward. Most people wearing those styles are wearing them in the old/out of fashion style. Hard to make them look stylish unless you really know what you're doing. Fit is obviously key too though as D1 said.
Yes but the key is fit. Don't be raiding your grandfather's closet.
I really hope knickers are next!...
Cuffs, but more rolled than clean pressed. And a slimming tapered leg. And wear them high, so socks show or even better ankles. In US you have to wear it well or people will think u r an unfashionable person, which is sad, but has always been the case.