I'm 49, average height, slim but busty with not much waist, best feature is legs. I tend to stick to quite a "samey" look when I go out as I like it and feel I've found what flatters me and what I think "yes, I like how this looks" if I see photos or catch myself in any mirrors.
My main look is to have a mixture of plainer stuff with more fussy/embellished/ interesting items. So not all "fancy", not ready for the Captains Table 
Would normally wear either some skinny-ish/slim jeans/trousers with details, so I have one pair with side zips, another with satin side strips and another pair that are ankle grazer skinny-ish combats, usually wear these with a drapey/silky top of some kind, black if trousers are fussy, patterned if trousers more plain. Interesting footwear like leopard print boots/trainers (winter) or silver jewelled sandals or shoes (summer). Black jacket (linen in warmer days/quilted biker in colder). Plenty jewellery (necklace, rings, chunky bracelet, nice watch), slightly boho/alternative style.
@badgerread outfits sound good.
I like Jo Whileys style, also Claudia Winkleman.