Somewhere in England Holdfast is moaning in his sleep.I try to spend no more than $25 on a pair of shoes.
I honestly could not care less about shoes.![]()
I think I broke out in hives at about the time he wrote that.

You all know I like my shoes.
The most expensive shoes I own are a pair of dark brown crocodile oxfords from Ermenegildo Zegna. The full retail price was well over $3000, probably closer to $3.5k-$4k. I didn't pay anywhere near that, mind you, but they were still fairly pricey. Exotic leathers always carry absurd upcharges though, so that's really excessive, even by my shoe shopping standards.
A well-constructed pair of leather shoes is moderately expensive though, especially if you want them to look pretty. I frequently get my expensive shoes through much less expensive channels thanks to flukes of geography and contacts, but in terms of full retail price $500-1000 is probably about right for many of my shoes.