I’ve just bought a black pleated silky midi skirt and am looking for footwear to go with it. I love chunky leather ankle boots with long skirt sort of style but don’t want to buy another pair of winter boots at this time of year so I’m wondering about a pair of converse high tops which would see me into spring/summer. BUT, I’m in my 50’s and can’t decide if I’m a bit too old for this sort of look?
Please be honest as I don’t want to look desperate 😅