Deck shoes should be a little loose but secure. This is their core. And they should be comfortable. The Margaritaville Anchor Line handled this very well, as did any decently broken-in Sperry. Not this one. I don't know if I'm just a bum, but since both the left and right have these issues, it seems systemic. The toe box is too centered and pointed, not in shape for a human foot. The length is correct, but the thumb rubs a lot on the side. on both legs. Arch support is much higher than usualβ¦