One of my family members died on 9/11, he was one of the best pilots in the Middle East.
9/11 Pilot
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Explanation
Explain Bear
Alright listen up buttercup. This joke is dark as hell. It's saying the poster's family member was a pilot involved in the 9/11 attacks. You are probably the type of dude that still wears a mask while driving, even though the pandemic is over.