I have several pairs of Frye flats. These seem to run smaller than other styles and small generally. More specifically: the Regina style runs at least a full size large and the Carson is roomy maybe 1/2 size large. Im always an 8.5 in shoes, but these are definitely very snug in the toes (my toes look and feel squeezed into the pointy end); however, I kept them because experience tells me size 9 shoes never work for me and also they aren't uncomfortable  just tight. Too, I expect them to stretch out after a while. As for the look: these are just black flats: nothing spectacular. I appreciate that they are made of leather inside and out, but I have had nicer looking black flats in other brands. Compared to other Frye flats: the Carson style with the round toe is a bit cuter, albeit more casual. Overall these are acceptable/ functional.