The 8.5 to 9 size fits all round perfectly, but the arch which is the upper tongue area is tight enough to reduce blood flow to my feet and this causes some poky soarness after a while. I am thinking this will loosen up over few months since its leather. Until then, I will to continue wearing this beautiful piece of cobblery. For those who are size 9, I suggest go with 9 to 9.5 than 8.5 to 9.