(Estragon with a supreme effort succeeds in pulling off his boot. He peers inside it, feels about inside it, turns it upside down, shakes it, looks on the ground to see if anything has fallen out, finds nothing, feels inside it again, staring sightlessly before him.) Well?
There's nothing to show.
Try and put it on again. (1.34-8)
Estragon’s putzing about with his boot is a central iteration of absurdity in the play. It’s unclear what he’s looking for inside the boot and obviously irrational that anything will materialize if he puts it back on. On the other hand, we are also introduced to the sort of backwards logic of Waiting for Godot in this scene. Vladimir has a point: if Estragon puts his boot on, there will be something inside it.
Lesson here: As soon as you put your boots back on they will run this thing! Never seen such nickel and diming to death in a stock on the bid and ask prices with such low volume. Maybe they are waiting for Godot with short boots at their side? CTR