Incidentally, this conversation kinda reminds me of a much older sketch I did years ago, that's on the hub, of this..
hypnohub.net/post/show/36...pressionless-femsub-fishnParticularly the girl in pink.
I happen to also get what you're saying with the shoes. I think cute, big sneaker shoes tend to look really adorable when contrasted with no pants, and just underwear. There's this strange kinda silly "cuteness" that happens from that combo that I could never quite explain, but always kinda liked, myself.
[UPDATE}Now that I think about it after having posted this, and really examining why I think there's something nice about big shoes and no pants, I think it's because something like that would make the embarrassment or exhibitionist part of it seem that much more glaring and apparent. It's an appealing visual and wearing it like this, would be a strange feeling to do, probably. Maybe that's it. Just me musing, I suppose.