The problem unrecognised by most of us is that to wear unusual clothing like this, you have to look very clean,well groomed and chic.And you might need new trainersIn other words, it is meant to be ironical ,a sign of wealth.If not you just look daft!
I am not critical usually but when cropped trousers came in many people wore them with short grey/beige old socks and mouldy shoes.Wearing long trousers would hide all that.
Similarly your hair would have to be “styled” and if it is like mine that would be hard.
I fear if I wore them I’d look like a mad old lady and I’d rather look elegant in my long velvet coat admired by millions.Now I need a big velvet hat.
How my heart sings 