I touched on this a little in my mini Sarah Flint sizing review above. The initial fit of each Sarah Flint shoe or Sarah Flint boot will be a little tighter at first. Your Sarah Flint shoes are designed to fit comfortably snug when you first try them on. With wear, the leather will stretch in your Sarah Flint shoes, molding to the shape of your foot. The shoes will stretch across the widest part of your foot as you break them in, but they will not stretch in the length.