This riddle asks: What can you put in your pocket that leaves your pocket empty? The answer is a hole. If you put a hole in your pocket, anything inside can fall out, leaving the pocket empty. The trick comes from the wording. You are not putting a physical object into the pocket; you are putting a hole in it. That small change in interpretation makes the riddle work. It is a classic piece of wordplay because the obvious way to read “put in your pocket” suggests adding something, while the answer describes making an opening instead. If you were thinking of air, nothing, or your hand, the intended answer is the hole that causes the pocket to lose its contents.
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