How can I import an m3u playlist into iTunes that intentionally contains duplicate tracks? I want the duplicates in this case.

Question

For instance, if my M3u file looks like the 2 lines below, only one copy of the mp3 file is imported. I'd like the same track to be imported twice.
Back To Black.mp3
Back To Black.mp3
btw, the reason I'd like this to work is that I use a separater track in playlists between groups of similar tracks. This separater is not being imported correctly as is being unhelpfully recognised as an unwanted duplicate.
Any advice appreciated.

Answer 1

I just did the following.
Created a m3u file with a series of tracks with one entry duplicated.
Made a new empty playlist in a test iTunes library which did not contain the files and dragged the m3u file to that playlist.
It created a duplicate playlist entry for that one duplicated track but of course it points to the same file.  If you really want iTunes to duplicate the file you will have to trick it into thinking it is a different file.  Using your library management preferences (which are identical to mine) you will have to duplicate the file in Finder so you really do have two files and add it again.  Perhaps if iTunes was managing the media it would not behave that way and might add the file twice since dragging to iTunes with default preferences settings just places a copy on the iTunes folder and leaves the original in place, so you'd be dong hte equivalent of dragging twice (I'd have to test to check this since I don't use default settings either).  With your settings it just refers to the original wherever it is.  Hopefully I've phrased that well enough.