Super sexy stiletto that is a classic style. This style will last for years. I think after being on the shoes for too long it would probably start to hurt at the strap by the toe just by the sheer fact of the height of the heel. The ankle strap is very comfortable. I do have a wide foot and these are very accommodating to that. The fabric is a suede like texture so I’m sure that they will start to break in after aware. I’m looking forward to putting these with a great evening dress. There isn’t a whole lot of no skid on the bottom so they will need to be broken in.