This is my third pair of Bailey boots. I have heavy calfs and many boots are too snug on my leg. The elastc button hole lets the boot expand and contract with movement, different thickness of pant's material, etc. I usually wear a 7, but order boots in an eight to accommodate heavy socks when it is really cold. I can wear my uggs all day and still be comfortable. I own them in blavk and brown, and now have navy, so I am covered for coordinating all outfits.