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Surprisingly, fuckfuck and shitshit seem relatively common. Could it be a parsing error?

Looks to be a common typo when spamming the words. E.g., "Shit shit shitshit shit shit". I wouldn't be surprised if that's the source of many of those.

But then how do we explain “assass”? I can’t imagine any situation where one wants to spam “ass” repeatedly.

Or maybe it’s just me not knowing Reddit.

could be misspelling of "assess"

Most likely, yes. Still I'd expect those to be filtered out with a heuristic.

Fuckfuck is a brainfuck-inspired esolang.

I don't know what shitshit is, although Y Combinator probably funded it if the founders were young enough and seemed to know how to talk to rich people.

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