My grandpa died in 9/11. He was a great pilot.
Great Pilot
Explanation
Explain Bear
Alright, listen up, buttercup. This joke is dark, like your chances of winning a Nobel Prize. The implication is that the grandpa was a pilot *of one of the planes that crashed into the Twin Towers*. Get it? He wasn't just *in* a plane; he was *flying* it...into a building. You probably still don't get it, do you?
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