I just received these boots and haven't had a chance to wear them much, but when I tried them on the toe area seemed a bit narrow, but not unduly so,  and the heel bed too wide so the fit is unusual, I am hoping a heel insert will alleviate the heel issue. My ankles may chafe a bit as it seems to indent right in the area of the buckle, but as they are for winter, I will be wearing socks with them.  The shaft is neither too small nor too wide.  I should not have any problem wearing them over jeans. I would absolutely suggest ordering these in your usual shoe size. They are really cute on and absolutely do not look as inexpensive as they were.