wow this looks so FUN! i say that, because all those pictures you posted, was MY ROOM about 6 months ago. my closet was completely unaccessible and if anything, was overflowing with pure CRAP that i could not for the life of me, part out with. My bed was up on a wall and i felt cornered everytime I came in..
watching enough of Mission: Organization, I motivated myself enough to get my room in order and went underway.. I threw out a LOT (and i mean.. like, 50-100 lbs of paper, trash, etc) of old stuff, and donated probably over $1,000 of clothes to goodwill (which is maybe about 6-8 huge trash bags full of clothes) that i no longer wore, and childhood clothes too.
I had a ton of fun (and frustration) doing it, but the end result is completely satisfying, and now i'm in zen mode whenever i go in my room!
if you need help putting plans into actions, let me know! I'd LOVE to help out... think of me of a Monica Geller (from FRIENDS tv), but not as psycho. haha. And I agree with Megs, totally do it section to section.. like, do just clothes first, cuz those are easier to part with (IMO - old or outdated, no longer fits, 'what was i thinking?' etc), then move on to papers (they require a lot of time to go through and make sure nothing has any personal information [credit cards, social security, etc] and is properly shredded or burned/thrown away), then lastly, knick-nacks, accessories, shoes, etc. reorganizing is MUCH EASIER done in sections.. so take each room, and section it off.
seriously, i love doing these things. i actually did it for some of my coworkers too. haha.
oh and completely emptying the room/area first would help, cuz you can put things back easier and makes for sorting easier.
have fun!