I like high waisted trousers, but then I’m very long-bodied, so even supposedly high waisted ones often aren’t high enough and I’m constant hitching them up.
M&S* high waisted ‘cosy’ jeggings are a notable exception - I bought 2 pairs months ago and have been living in them ever since.
*and it’s very rare nowadays for me to sing any praises of M&S!
As for the long dresses with trainers, IMO they look very comfortable and often very attractive, too.
What I do really dislike is any ‘cropped’ trousers - unless the wearer is really tall and slim. Otherwise they look dreadful IMO. I once saw a short, fat woman trying on a peach-coloured pair in the M&S changing room - she was asking a friend or whoever it was, what she thought.
‘Yes, nice,’ was the (presumably kind and polite) reply.
I had to stop myself from yelling, ‘Nooooo! Put them back - they look bloody awful!’