Just getting back to this thread. I found your comment about authenticity interesting - and, specifically, about whether or not we wore Cons when young. I definitely did, and I called them "boy sneakers." I can remember asking my mother for them when I was about 10 and wearing them for several years. (With those sneakers, my navy blazer from the boy's dept, and a pale yellow men's cotton golf jacket from a thrift store, I was pretty much on my way to menswear-inspired style!).
I received the maroon lined high-tops but they were too big, so I have them on Poshmark now. I decided to just order a dupe of my old ones - the fleece-lined black - but in the right size. They really feel like me (and I think that's the point, really, right?).
I think I might end up with all black (outside) footwear for fall which is a little disappointing, but it is what it is. I'll wear the blush sneakers for as long as I can. And I'm praying those wine Madewell boots work.