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The episode was called "Up in the Air", and it's one from the Terri years. It's not actually a pineapple, but the top portion of a potted plant, that does indeed make Jack's head look like a giant pineapple. Probably the best showcase for John Ritter's talents of the whole series.

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Q: What episode of threes company was where jack danced with a pineapple on his head when drunk?
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