I'm 56 & i love style & clothes & work in the Arts so have a lot of scope for wearing whatever floats my boat (as in i don't have to follow a dress code for work)
I hated the floral midi dress / denim jacket / white veja trainers / cross body faux colourful camera bag so beloved by so many women in the early 2020s
It was so ubiquitious & prolific. I once thought there was a fancy desss event in our city as there were literally hundreds of women, all dressed in this configuration, converged at the terrace bars - turms out it there was a Rod Stewart concert on...!
I have occassionally worn trainers with a column dress or skirt though its still not a look i love
I wear trousers more for day time wear.& wear & i wear trainers a lot with them. I don't have any white ones.
We were in Lucca last year & what struck me there was how the Italian women were dressed. All ages, all shapes wearing beautiful cotton dresses & simple leather sandals. They looked fabulous & the only people i saw trekking about in trainers were tourists. English speaking in dresses & trainers, German / Swedish in cycling shorts & vests & trainers - generalising but it was a clear trend
I think the trickiest thing to dress for is day time, city acitivity. I know trainers are by far & away the most comfortable things to run around in.
I am going to Venice soon & i plan to wear trainers & birkenstocks & a range of trousers & tops.