From what I've seen, "Fun hard" is the limit of the player's current skill level, and "stupid hard" is anything the player can't do.
Mainly have seen this in WoW. Elite players would say it's too easy, good players would say this is perfectly tuned, mediocre players would say that it's overtuned and needs to be nerfed. On a really really hard encounter, elite players would say that this is perfectly tuned and huge props to blizzard, while everyone else thinks that it is completely ridiculous and stupid.
I personally don't see a lot of analysis of what actually occurred to get your character killed in your example, other than the enemies have great aim. I never played it so I can't really comment much further.
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