If someone does develop this, my hacks (only got 2 v3.5s) may help out for part of it.
Just rambling here, but that would require 1 new table (2 if you don't use a profile option dropdown to store the file names), something like this (writing out the 2 table version as I can't see the vB structure ATM):
Table Name: collection (this stores the actual collection information of who has what)
id (referenced as collection_id from another table if needed, just a coding style thing)
user_id
item_id
Table Name: items
id (referenced as item_id)
name
image_location (optional)
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