Due to foot issues I can’t wear most stylish shoes. In fact, I now only wear [specific brand of shoe] which is a lace-up that looks like old lady shoes. They’re ugly but they give freedom to walk and stand for longer periods of time without pain. I won’t sacrifice my health and comfort for fashion but feel quite frumpy, any advice?
I agree with you – no one should sacrifice health or daily comfort for style. Dress for your soul, not your shoes. Seriously, pretend your feet and shoes don’t exist and dress in a way that gives you joy. This way, people won’t focus on your shoes and if one does, it’s clear they are worn for health reasons and not because you lack personal style. You'll be amazed – when you don't focus on your shoes, others will be less likely to as well.
And there’s nothing wrong with jazzing up a pair of your shoes. I think of my friend Amethyst, who wears comfort shoes. She has ones that look as though they are owned by elves, have painted designs and embellishments that fit with her bohemian personal style. If these shoes are a daily feature, make them feel and look more like you. Pinterest has so many ideas on how to embellish shoes with painted details, adding studs, glitter, and other decorations you can take those “old lady shoes” and make them more fun, funky, and fabulous.