Normally, you should wear socks with fisherman's boots. You create an extra layer of insulation by adding socks that keep your feet and toes a little warmer. Socks also wick moisture away from your feet. If this is not done, you can crack and become irritated, as the moisture has nowhere to go. After all, wearing socks keeps your shoes fresher, for longer. There are certain types of a pair of fishing boots, such as crocodile skin boots that cannot be worn with socks; however, 95% of the time you want your legs to be wrapped as good as possible.