I personally wear socks with my sock boots, just for some extra comfort. Wearing socks with sock boots will also keep your feet warm on colder days. Socks also make your sock boots funner. Wear different colored socks for an easy way to layer up. But with all things, whether or not you wear socks with sock boots depend on your outfit. If you're concerned about your socks sticking out of the boots, then ditch the socks.