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Woodsy Owl only appears in the episode Insheeption where he is in Mr Mackey's dream, who is trying to remember why he is traumatized by that day. He first appears to the children in Mr. Mackey's class on their field trip to the forest to remind them to "please pick up your trash and keep our forests clean!" to which he then sings a small song.
He later reappears when Mackey, who is trying to remember what really traumatized him on that day, opens up a small cabin door revealing Woodsy molesting Mr. Mackey. Seconds later, the bad dream begins to manifest itself and Woodsy suddenly appears with evil red eyes.