What anyone wears is a matter of self confidence, I knew a woman my age who would wear mini skirts and dresses, personally I wouldn’t, but she felt good dressing that way, if you dress to please others, you’re no longer yourself, but a people pleaser.
I wouldn’t even consider or think to have a go at someone for their choice of clothing, its personal taste, you don’t “have” to pass comment do you?. just makes you look a bit silly.
As for the Prime Minister and Angela Merkel, I know who I would rather see from a fashion perspective. Theresa May!