I collect boots & Jessica Simpson is one of my favorites because of the quality & fit. These look great on & are super comfy. As with any pair of almond toe boots you should go up a half size if your feet are medium & a full size for wider for a better fit. The size is correct but shoe designers don't take in account our feet are not designed to stuff into the pointed toes. My feet are med/wide & I find them very comfortable with zero break in time, no rubbing or pinching. The design is very versatile & can go dressy or casual. I highly recommend these booties.