When I was young, I wore minis and Biba clothes, then the hippy/boho stuff that I have felt comfortable in ever since.
I've never felt at ease in things like knee length skirts, white shirts (white anything), little dresses, etc.
Now that I am old and fat, I've included stuff like Toast and Cos because they are extremely comfortable and easy to wear. No riding up, pulling, adjusting, watching you don't show you knickers, etc. You can just be.
My favourites are carefully picked from charity shops, eBay and places like Blue Fish, Zarabesque and Hampstead Bazaar. They are expensive but the fabrics and the colours are fabulous (to me) Unfortunately, you also get postage and customs duty on top with the first two.
Just as examples, I wear this waistcoat from Zarabesque a lot as I think it looks nice over black clothes.
The dress/tunic is from Blue Fish ( I think I'm going to treat myself to it in the sale 😀)