I didn't need to break this shoe in because it fit well right out of the box. The heel is the perfect height for daily wear in a professional work environment but still makes my size 10W foot look ladylike. I have only two complaints about these shos: 1) They smelled awful. Really awful ? sort of a rotten petroleum smell. I had to air them out for two weeks before I dared put them on my feet! 2) The fit is great except that the shoe is cut so low that it hits right at the base of my baby toe, which means if my feet are swollen at all, I am afraid the shoe is going to fall off every time I lift my foot. I don't think adding arch inserts will help this problem.