As is my wont, I pocketed a red oak acorn recently. Almost a week later I noticed this: a little wormy something was cutting it’s way out! Note the frass pile.
Perhaps a Curculio nut and acorn weevil. More here.
Not pictured, but this also happened with a shingle oak acorn, which has a much smaller nut than the red. The exit hole hole was correspondingly smaller, so perhaps the work of another species.

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