This theory concerns the Tremonds. We believe that the grandson is some form/representation of Leland Palmer. The mask represents BOB. It is worn when BOB is in control of the host.
Addition: Also note how the boy is seen wearing the mask only at a time when Laura is not aware that BOB is Leland. After she has begun to suspect this the boy no longer wears the mask.
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[Nonsensical Child] Twin Peaks: A Limited Event Series [Blu-ray] Unboxing