Hi G Kann,
I had a table of contents for my supporting documents that was a numbered list of all the items and one of the items was something like:
(5) Photographs
(a) Wedding photos
(b) Photos from trip together to my family's home for Christmas
etc etc.
and then I took all of the photos, wrote on the back the letter ( (a) for wedding, (b) for the trip, etc.) and a description with the date, where we were and who is in the picture. Then I copied the same section of the table of contents onto a piece of regular typing paper (the list of what the photos are) and wrapped that page around the photos and secured the bundle with a rubber band.
Then I stuck them into the application in the supporting documents section in the order where they are on the "master" table of contents.
I hope that makes sense, it's not as complicated as I'm making it sound
Also, take this with a grain of salt as I have not been approved for PR yet
But I think any way you can organize it to make it simple for the immigration official to understand is fine.
Good luck!