The opening on the ankle boot is tight.  I can get in and out barefoot but impossible with socks, even extremely thin socks. So I try wearing the ankle boot barefeet.  Well, the feet get clammy and it's not pleasant. I got these boots at fantastic Amazon discount and I am a great fan of Fitflops. My solution was to purchase summer comfort insoles (the kind with cotton).  Now I wear these ankle boots barefoot and no more clammy feet.