I know this is S&B but there is no need from some posters to be so pointlessly bitchy.
Yes the outfit the OP posted is not to my taste either. But unless you're really not very bright and struggle to use language, there are more subtle ways of recommending shoes that might work better than others, rather than immediately telling her she'll look dreadful if she dare to wear ballet pumps. Or - gasp - trainers.
Is it too much to ask to be polite to a woman who's asking for help and has been through a difficult time?
As for the shoes - OP, I would wear Adidas gazelles. Because I am lazy, I love my Gazelles and I wear them with everything. I would also suggest you can do better than those trousers. But if you like them, buy them - don't listen to some randomer on the internet who pretty much only wears running kit.