If I'm being honest... I was drinking pretty heavily one night years ago and bought a pair of Straye's on uber clearance for like $20 shipped. I still have them, I'm too embarrassed about this purchase to wear them, I think about this a lot.
I don't really support chain thrift stores much anymore, but I do have a little food pantry/home goods thing that people drop off random things at all the time. Like opened bags of cereal for wild animals and crusty jackets. I might make a trip in there later and drop those off with some Keurig cups someone gave me.
The point of this story is those high tops are less appealing than an open bag of generic cheerios from a stranger.