Well, interesting question ... what do I like to wear, on one hand I like a “classy” look - dark trousers and a silk blouse, then not afraid of some pattern or asymmetrical cut. Love pretty dresses , I need some structure tough as flat chested and not much waist so I need to work on giving the illusion there is more there!
With age ... in my 40s I have been slowly replacing my items with some better quality that will last longer, look good and be comfy 
Eg cashmere, silk , always leather shoes .
I tend to shop in a mix of places ... John Lewis for (boring) plain cashmere, independent boutiques, eBay, love Whistles, Sandro, Maje , Zara, Massimo Dutti...many more
For instance today for work I am wearing a midi skirt from Stories, asymmetrical, with a bit of sparkle in fabric, and a mustard cashmere top from Boden, ankle boots in black
Here is the skirt
www.stories.com/en_gbp/clothing/skirts/midi/product.wool-blend-herringbone-skirt-grey.0658252001.html
I sometimes love a vintage find too ... have a few vintage silk scarves that I wear neckerchief type with a shirt. Or my best ever find is in a dress agency a Sonia Rykiel knitted top very original in blue and brown . Always gets compliments.
Here are some of the things I like. The way the third picture shows the wide trousers in blue or the black culottes