Trash not working properly in Mavericks

Hi, everyone!  I think this may be related to (or maybe even a major cause of) my remarkable vanishing disc space. I have a macbook  2GHz intel core 2 duo early 2009 at work, running Mavericks 10.9.5. It's served us well for many years but is starting to act really strange, just in the past week. It claims that my hard drive (120 gigs) is nearly full, and I cannot seem to make any space, no matter what I do. I moved quite a lot of stuff off yesterday when I did a Time Machine backup, and at that point it didn't recognize that I'd removed all these iMovie files. It was telling me that I had over 30 gigs of movie files on the machine, plus 50 gigs of extra. Well, today, after a lot of troubleshooting, it does register my movie and music files correctly. But "other" has gone up over 80 gigs! Also, whenever I trash a file, I get asked for my password. I then hear the woosh of the file going into the trash. But, when I open the trash, nothing is there. And the commands to empty and secure trash are greyed out.
What I've done so far: I repaired permissions several times, and also verified the disk. I followed Dominic's instructions on booting into safe mode. I tried to relaunch the finder, and I reinstalled Mavericks. Finally, I booted into recovery mode and repaired permissions and verified the disk from there. And just now I checked permissions for users. I am the administrator, so far as I can see. Will check this again. I will let everyone know if doing this gets the trash working normally.
I do think that, if I could fix the trash, at least part of my 'memory' problem would be solved.
TIA!

Hi,
Did "Everything you know"  include deleting deleting com.apple.ichat.plist ?
This one holds the windowing info.
Did you try Messages > Window Menu > Messages or it's keystrokes ?
It is possible to create this state in working version
Double click any listed chat in th Side bar and it will open window (with current contents ) as your pic.
You can then Close/hide the regular window and just have one chat.
10:33 pm      Thursday; October 31, 2013
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