I prefer to be healthy which I think makes me look good naturally. Make up makes my face feel dirty compared to lotion and lip balm. High heels and dressy clothes are mostly. uncomfortable. I've heard dress for the job you want or dress for success, but I just dressed up for interviews.
There is the old adage if you look good you feel good, but I don't think that means fashionable or dressy. The worst invention ever is a bra; gah! That's the first thing I take off.