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File tagging software?
(hexbear.net)
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I read that you're manually tagging them, so your process can be whatever you want to do.
For example, you can leave the images in their current folder structure and create a separate folder structure with symbolic links to an image, so in the character folder would be symbolic links to all the images like that. They also don't have to be unique, an image can be in multiple categories.
Alternatively you can use a spreadsheet and generate lists there.
Finally there are plenty of photo album applications that allow you to tag images.
OK, I'm going to wade in here. It occurs to me that the OP could make use of my Tonto2 Python3 script for Linux and Windows. It puts a spreadsheet-like user interface over a *.csv file or files. You just need to make a home for the tag file(s). You can make bookmark lists that way and open the embedded http:// links in your browser. You could use file:/// links for local images. You could add as many columns as you want for all kinds of tags and sort and search the values to your heart's content.