I'm, hm, no I'm sorry, I don't quite follow you, although I like the way that reads anyway, like a riddle :)
I can see why people leave shoes behind on a beach, where it's comfortable to walk without them, but in the woods where there are prickers and thorns and rocks and sticks to hurt your feet, why would you choose to leave them behind? And it's never both shoes that you find, only one haha!