is there a tool which enhances the windows open/save file dialog to allow adding comments (descript.ion file)

i am looking for a program/tool which allows to change the windows open/save dialog to allow adding comments which are then saved into a descript.ion file

enter image description here

example description file:

tumblr.jpg description for this file
"Server Error.png" another description
"We'll be back shortly.png" 3rd desc
monster.jpeg one more

Total Commander. Just select the files and then press Ctrl+Z (File | Edit Comment...). I have used this program for more than 15 years.

http://ghisler.ch.