There's already an explanation on why answers become wiki. But this is about just the question part.
Why almost every question that starts as non-wiki and should not be wiki, are changed to wiki status after they reach a high amount of votes?
I'm just trying to understand how the "CW flagging" works, and a little bit on the reputation system.
If you go to StackOverflow and sort questions by votes you'll quickly see that they're all community wikis, and most of them really should be, including the top one. They really are subjective and even don't have accepted answers, as there is no single answer for them. That's just fine for most of them.
But there are some of them that don't seem like it fits the CW purpose of subjective questions. It seems like they are changed to CW after gaining some popularity and, if they didn't gain that, they wouldn't be changed.
I think a very good example of what I mean is this (on a side note, the highest voted example could be this). They're questions with a single answer and that's it. I believe they would not be marked as wiki if they haven't received so much attention.
Are all of them mostly just edited too many times and automatically made into wiki? Both of my instances above didn't seem like that.
Also, taking what Kip said out of context:
it (CW) is 'fun' rather than 'technical'--that the community feels it would generate unearned and undeserved amounts of rep.
So are those "high voted questions" changed to wiki just because of that? Is CW used just to prevent people from earning too much rep?
I'm really missing a clarification on this whole subject (why does some questions become CW) from the FAQ about community wiki.
And sorry if I used too much bolding.