I've owned 7 pairs of KEEN maryjanes over the years. The bump toe styling and the comfort straight-out-of the box keeps me coming back. This pair didn't have that familiar comfort immediately. In fact, they were tighter than any other pair of KEEN maryjanes I've purchased. My feet were sore, especially around the cut out portion of the top for about 5 wearings before they "broke in". Now? They're my go-to shoes. On my feet they're definitely slimmer and a bit more square than previous models. They look more grown-up and more work appropriate than previous models as well.