I don't have a crazy or funny outline for you, but when it comes to humor and Wikipedia, almost every single act of pettiness on this very long page is pretty damn funny.
Is it "Into" or "into"? A simple capitalized letter led to, as xkcd neatly summed up, "Forty thousand words of debate", before suggesting the "compromise" solution of "* StAr TrEk InTo DaRkNeSs *". Here's what the horrifying talk page looked like when the xkcd comic was published. A summary of the results was necessary to keep things sane. And that's over three months before the film's opening. Starfleet representatives have neglected to comment.
One time I wrote a program that would convert a wikipedia article into plain text then run that through the say command in mac os terminal.
For a while I’d put my computer to reading me a wikipedia article to fall asleep to. Or maybe I was trying to learn subconsciously through sleep or something, can’t remember.
But what I do remember is that listening to the article on The Fermi Paradox, read to me by a robot voice, seemed kind of theatrical and badass, just how it reads.
This was like 15 years ago so I don’t know if the article still reads badass.