Hi,
To be frank I’ve a somewhat big library, with no homogenous names. This is like custom videos and there is no way to fetch datas from the internet about theses videos.
Whatever, my library is quite good organised physicaly since I use folders, but once I put it in Plex is a big mess since there is no structure (the folder view is not really a solution, only a last resort workaround).
If’ve found that using collections like tags could be nice for me, even it’s a hided feature. I can batch assign them when going into folder view, select all file in the folder and then assign them the desired tags. It will take some time but it’s ok. The problem is that is not dynamic, bad assignements can be done, or miss some files, well far from perfect and hard to manage if you have a lot of videos.
Here is an example how I’m structured (please don’t judge… it’s porn… but whatever the problem will be the same with custom videos)
X\Straight\Asian
X\Straight\Teen
X\■■■■\Milf
X\Fetish\Latex\Asian
X\Jobs\Handjob\Black
etc…
It seem evident to me, but is there a custom scanner or something so, that just scan files, take folders names and put them in tags/collections ? For “X\Fetish\Latex\Asian” it will be “Fetish” + “Latex” + “Asian”. I don’t care about file names since most of them are no revelant and doens’t have any usefull informations in it.
Like I see it will be wonderfull, since if I can do it work in that way then I can mix tags in any way. Plus it doesn’t seem a very complicated solution and I’m suprised there is nothing related to that. It could be also a nice solution for your holidays videos 
Thanks for your response 
