These shoes basically require break-in. Once I wore them around town and did a fair bit of city walking over a couple of days in them, they fit like a glove. Initially I was a little concerned because I thought they were too narrow and stiff and might even cut into my ankle a bit. I was wrong - they never gave me blisters or did any injury to my foot. In the end, I'm glad I purchased these. They look slick and almost like a boot at first glance. I wear them with bright colored sock since the shoe color itself is neutral. Only like you match your shoes to your belt, remember to match your socks to your shirt!