These boots are amazing, less fuss than a tall boot. Pull them on for work, play, or running errands. You can easily and comfortably wear them all day. I ordered the Chocolate that has a slightly reddish to them so that I could pair them with gray and black outfits and well as obviously wear them with brown outfits. I'm 5'5", 135 lbs normally wear a 7.5 (sometimes a 7). Ordered the 7.5 and they work with medium cushion socks as well as slightly thicker ones. Perfect size. Well made, comfortable and versatile. Classic style that will last the seasons.