I and hubs both learned the hard way (during our respective divorces) just how meaningless things are- to us, anyway. At some point things became a burden. Me & ex sold a solid custom made oak table that sat 12 comfortably for only $600 just to get it out of our house before closing its sale (that last thing to happen pre-divorce). Otherwise, one of us would have had to store it. That was before Craig's list, so it was hard to sell things.
That attitude applies to my clothing now more than aver post-retirement. Recently I gave away all of my biz suits- probably 3 k's worth, and am loving all of the the room in my repurposed closet space (I've been on a 2.5 year getting rid of stuff spree). After my next drycleaning run I'm donating whatever that stuff is too, so that everything except for a few items (which I want to keep b/c I love them) is machine/ hand washable.
That last few years I worked, I knew I was a short-timer so anything I bought I had to be appropriate for after corp. life also. So I have a lot of nice clothes all of which will last a long time due to quality and not trendy style. Unless I'm doing some major cleaning, I like to look presentable but be comfortable- think nice shorts/ capris. Also I wear a lot of comfy but nice casual dresses. It is already hot as heck here (and close to 100% humidity), so a dress is perfect for our weather.
Comfort is # 1.