So I consider myself a bit of a boot snob and I absolutely LOVE these boots! They have been comfortable from the first time I wore them. I had ordered them to wear for my barn wedding and thought I'd need time to break them in but nope! I wear them almost everyday and they look good with dresses or jeans! I had purchased a pair of FRYE boots and about 7 months ago and I still can't seem to break them in, although these boots felt great since the first time I put them on! Order a 1/2 size smaller because they seem to run a little big. I'm usually between a size 9-8 and so I ordered 8 1/2. They are perfect!!!!!