Slightly older than you OP, and I have noticed that people even a lot younger than us just don't "dress up" much anymore . Well not like we did back in the day say for a night out!
I am NOT a dress person but I have three, one for weddings (rare now all have hitched!), one for funerals, and a summery one for family gatherings. For other more casual gatherings or going to dinner etc. TBH it's a pair of well tailored black or charcoal grey trousers and a nice top. Mix and match em.
For everyday it's (wait for it...) elastic waist or drawstring casual wide leg trousers for Winter in black, navy and grey, and lighter cooler ones in brighter colours for summer.
Footwear is trainers every day, and flats or low heeled ankle boots for venturing past my gate to somewhere other than the shops lol.
Coats are functional such as padded jackets, long cardigans in Summer and a rainjacket with hood. If going out somewhere I have one three quarter length dark grey overjacket and that gets me from door to door.
Comfort, no ragged stuff, good shoes, tidy hair and off you go. Believe me no one is looking at us, they are too busy looking at themselves!