I had spent 8 hours in new boots with 5.5" heels the day before I wore these, and I thought there'd be no *way* my feet would let me wear anything that wasn't flat, but decided to try, just in case. You do have to unbuckle the top buckle to get this boot on easily, but these are comfortable enough that I wore them all day at work, the very day after wearing new boots with extremely high heels. I bought them because they were cute and on sale, and I'm so glad I did!