I bought this boot and received it just before I left for a weeklong trip in Istanbul.  Without time to "break them in", they were still very comfortable for all of the walking on cobblestone, uneven pavement, and up and down hills that I did all day on almost everyday.  Now that I've returned, I'm looking forward to continue wearing them under my jeans as a laid-back, cool "fashion" statement.  They were a little big so I needed to wear double socks plus shoe insoles for extra comfort and support for the kind of walking I had to do.