I was at Anthropologie last weekend, and I noticed all three SA's in the store were wearing boots with cute socks poking over the top. I thought the look was totally adorable. So I am shopping for socks this weekend. Also, I found this on MyStyle.com My personal favorite way to wear [knee] boots, especially the cute flat ones, is with a little bit of knee socks showing out of the top, dishes How Do I Look? guest stylist Nola Roller. Specifically, Roller instructs: You shouldnt have more than a few inches of sock showing. I would say you are safe with up to three inches. But were not finished, sister. Were not talking just any socks. Were talking contrasting socks. Fun socks. Socks with some shonuf get-up. No black knee-highs with black boots. Instead, think of a Frye Adrienne button boot or an Equestrian boot with, say, a candy-apple red sock. You can even wear, like, a buckskin-colored boot with a black outfit by wearing black knee-highs, Roller explains. I really like to contrast the boot with the sock. In fact, the more contrast the better. Go for patterns and bright colors, then pair it all with an above-the-knee dress or skirt."