Can delete music...but not the file

Alright, I've tried searching the glorious internet for help, but it don't work. I'm having a problem with iTunes 11.1.3.8 where I can delete music from iTunes perfectly fine, but it won't delete the file from my PC like it used to. And yes, I've tried every possible delete button. All of them. So don't suggest that. Please. Anyways, I have a bunch of duplicates and bad quality songs in my library that I'm trying to clean out. I'd just delete the file myself but since it's a dupe I don't know which one it is and I'm not up to guessing. It's really getting on my nerves and I just want some help before I have an aneurysm. I'll keep you guys updated if I find a solution.

Jib,
When you delete a track from your iTunes library, iTunes will offer to delete the file too, but only if the file is in your iTunes Media folder. If the file is located elsewhere, iTunes will just leave it alone.
If you have files outside the iTunes Media folder, deletion requires a slightly more complicated procedure: right-click the track, Show in Explorer, delete the file, then back to your library and delete the library entry.

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