If we're talking vexatious, then I think Obama's "vexatious litigant" Andy Martin takes a lot of beating. What sort of weirdo is he.
Some people get off on taking things to court. It could be bollux, it could be a cracked paving flag, it could be an illegal war. Lots of laws we don't agree with. That's how it is. Probably more weirdos in pubs or expensive restaurants though, on average.
There are a very small number of folk who have borderline physical gender problems that medicine can help with. Hermaphrodites are part of the condition. I'm glad I've not had such problems. Many animal species show the same issues. Nature gets blurred sometimes.
As an aside, I've often found it interesting that several European languages use masculine and feminine personal pronouns in the plural, while the English language does not follow that rule. Wouldn't be surprised there's an interesting reason behind that, given all our languages tend to have a basis in Latin that is extremely particular about masculine and feminine.