Interestingly, after upgrading to 16.04;
I can now move files to Trash any where and any way EXCEPT ONLY the 1st level 
of a directory symlinked in my Home folder!!!

✔ /home/$USER/File.txt
✘ /home/$USER/Documents/File.txt
✔ /home/$USER/Documents/Archives/File.txt
✔ /media/$USER/Data/File.txt
✔ /media/$USER/Data/Documents/File.txt
✔ /media/$USER/Data/Documents/Archive/File.txt

My new Nautilus is smarter than before, and puts items deleted under
sub-directories of "/home/$USER/Documents/" into the Trash folder of
"/media/$USER/Data" partition, but not smart enough to understand that
items deleted under "/home/$USER/Documents/" directly should also go
into the same Trash???

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https://bugs.launchpad.net/bugs/1449112

Title:
  can't move files to trash without any owner/permission issues

Status in Nautilus:
  Unknown
Status in nautilus package in Ubuntu:
  Triaged

Bug description:
  This is something that wouldn't happen before upgrading from Ubuntu
  14.10 / Nautilus 3.10 to Ubuntu 15.04 / Nautilus 3.14:

  I have a proper HOME partition and most User folders there (Documents,
  Downloads, Music, Pictures, Videos) are merely SYMLINKS to folders
  with the same names in a DATA partition which is mounted automatically
  at startup with proper options in fstab.

  Now -- unlike before -- when I attempt to delete an item in one of
  these folders after I open it via the SYMLINK I get the message "...
  can't be put in the trash. Do you want to delete it immediately?"
  although it is immediately moved to the Trash after I open the folder
  via the Data partition in the sidebar. (Naturally there are no such
  problems with items in other (real) items in my Home folder.

  Nautilus now seems confused about / not knowing where to move the item
  in question; to the Trash folder in the Home partition (symlink
  location) or the Data partition (real item location).

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