I have gained weight due to health issues and have let my hair go grey. So I’m not sure what works for my age and shape (59 yrs young)! Also naturally large busted and short-waisted. Help me not look sloppy and old

I have taken the style personality quiz and I came up as dramatic. I think I am that personality but my lifestyle now is retired with grandchildren. I have a more relaxed way of life. My question is how do I dress casually with dramatic elements. I never wear heels nowadays. My life is going to the pub, the gym, and walks with friends and holidays with grandchildren, no work pressure. I find it harder to dress in a more relaxed style without looking overdressed

I have several silky large square scarves, Hermes style although the fabric is not as sturdy and they don't hold any shapes....they don't seem appropriate for daytime given the fabric, but I have no idea how one would wear them in an evening look. Any advice on how these should be worn?