These boots are comfy and versatile. They work as well with a casual skirt or dress as they do with jeans. I can wear them all day as the heel isn't too high. I have wider than average calves and the shaft circumference is perfect (you could even tuck your jeans in them). So if you tend towards thinner calves, these might not work out for you. This is my first pair of Rockport boots and I'm very happy with them!