Why do you feel sorry for number nine?

Because 7 8 9.

Is this joke popular?

「ウィンドウズのナインはナインだろうか。」
こういうのをオヤジギャグというのでしょうか。

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It is a very popular joke, but I have always heard it in the form of:

Why was 6 scared of 7?
Because 7 8 9!

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“Recently, Microsoft publicly made the first steps to doing just that, with Windows 10. Skipping the Windows 9 name entirely, the Redmond, Wash. firm aims to step into the next generation of computing with the right foot forward.”