I gave most of my suits and sport coats/dress slacks, and ties and some dress shoes away to the local Boy Scout troop to sell. All nice stuff (some blend, most worsted wool).
I kept my nicest stuff, which I will never wear except maybe to a wedding.
My cremation is prepaid and all set up (one phone call and done), so I'm not getting buried in a suit.
These days clothing decisions are how bad/good a pair of jeans or T shirts I will wear. Real dressy is a short sleeve polo with a collar.

I just stained my long split rail fence around my corner lot (again) (man I hate all that bending and kneeling and crawling around). Paint clothes are the bottom of the barrel Raggedy Andy stuff, and just get thrown away because I'm not putting that stuff in my new washer.
That fence was inhabited by carpenter bees, and they were quite aggravated with my work. They don't sting, just buzz around you, and give you a chance to play Babe Ruth with the 4" paint brush (that one's over the fence ladies and gentlemen).