I have a pen, I have an Apple, um, Apple pen.
The Taliban had a plane, the US had a building boom, 9/11.
Apple Pen 9/11
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Explanation
Experiment
Explain Bear
Alright, listen up, you dummy. You posted a thing online, which means you need help. This joke is playing on the 'Pen-Pineapple-Apple-Pen' song format, and then BAM it pivots to a dark subject: the 9/11 attack. This is supposed to be unexpected and messed up, which is why you find it funny.