This is a super late response, but the page is so empty I have to.

For 2) (I have so many, why do I have so many) (Also I probably have a bunch yet untagged...)

http://lyra-wing.livejournal.com/100679.html -- Future fic. Weird but also very awesome.

http://infraredphaeton.livejournal.com/16596.html -- Darryl is a hunter. Keith is his brother. Jack is a shop owner, nothing more. Sam Winchester is a myth, nothing less.

http://glorious-spoon.livejournal.com/22516.html -- Legends all have to start somewhere.

http://lemanya.livejournal.com/10021.html -- An Outsider’s point of view on the apocalypse, the Winchesters, and how one night of death can make all the difference in surviving.

http://dark-roast.livejournal.com/54025.html?format=light -- I DON'T EVEN UNDERSTAND how awesome this one is.

http://wanttobeatree.livejournal.com/830805.html -- This one's kinda sad?

http://autumn-lilacs.livejournal.com/97795.html -- OPOV of hunters at a bar. Futurefic

http://spncw-fairytale.livejournal.com/1149.html#cutid1 -- Grandfather says...There once was a great hunter...and this hunter had two sons.

http://spn-summergen.livejournal.com/81878.html -- A Storyteller explains what happened at the End of the world.

http://wanttobeatree.livejournal.com/432395.html -- I don't know if this is what you want, but it's so brilliant I have to rec it.

http://girl-wonder.livejournal.com/206940.html -- Using interviews with primary sources, this paper seeks to examine how Dean and Sam Winchester, two criminals with a history of violence and petty theft, became commonly known as a prophet of the Lord and the Anti-Christ.

http://girl-wonder.livejournal.com/110811.html -- Even demons have bedtime stories.

And there's one I know I have that is entirely what you're asking for, but I can't find it. :/

3) http://honeylocusttree.livejournal.com/880.html -- Dean Winchester is a functioning schizophrenic. Except when he's not.