Not that I mind, but… wearing shoes has a purpose… and the most important one IMO is to make sure our feet stay harms way from broken bottles, nails, stuff like that.
I’m not even gonna get into how cold it must be not wearing them in the winter… or how hot the asfalt might get during the summer. The asfalt can go up to 80, 90°C where I live during the summer, people have fried eggs on it for kicks.
You have thin soles so you can tell where you are in Ankh-Morpork on a foggy night by the feel of the cobbles.