I found the Rosy boot to be true to size; though Vogs tend to run small, the round toe box of this style allows plenty of room. I am usually uncomfortable in any kind of heel, but these are so well balanced (one's body weight is well distributed and not pitched right over the toes!) that they are comfortable right out of the box and for hours of wear. A versatile option for jeans, skirts, whatever. Not the edgiest Vogs out there, but a great everyday boot.