Chiming in again because of my own pat and current experiences with “special“ wardrobe items and some of the very good comments by others.
It seems to me there are a group of related, but not exactly the same, types of clothing purchase. decisions. One is a “ spendy “ type buy on an item that’s smack- on for lifestyle- perfejesns for jeans- wearers, brilliant handbag, long- lived trench coat, blazer that goes with everything best boots ever- these wouldn’t have to be neutral or conservative but definitely lifestyle mainstays but a big budget commitment. Another is, “ this is the perfect LBD ( or little navy dress, or little burgundy dress) I’d wear once or twice a year and feel perfectly dressed. Bother is statement item that can’t be worn often but you know you have at least some occasions post- pandemic - “ this is what I’d wear out to dinner, to movies, theater”. Cost fits into all of course, not just a CPU, but what else has to be not- bought and is that ok and whether having something hanging and seldom- worn feels ok, good, “ secure” vs. a reproach.
I know these are all things I’ve thought about in pandemic- retirement- finding new directions life.