I love this shoe! I own it in black, and was waiting for the grey to come in stock in my size. I can't wait until I receive these! I can wear the black ones all day long (and I mean an 8 hour work day) with no issues. The only time I experienced discomfort was when I wore them for a 17 hour work day, but there would be issues with any shoe at that length of time. There was virtually no break in process, just slip them on and go. I do wear them with either tights or some sort of hosiery, as barefoot you could get a blister near the toe from the peep toe.