Postby SpewHole » 30 Jun 2013 00:24
Unfortunately, you're right. It's the context handler doing the misinterpreting here. My tip only applies to the WMP add-to-playlist context-handler and drag-and-drop. Tested and true in WinXP and Win7.
But keep my tip in mind if you every notice it happening in other Windows applications. Click all the files in reverse order while holding down control, or a group of files starting from the bottom then clicking the top while holding CTRL + SHIFT, then drag-and-drop. It really does work.
And as a workaround until VLC's add-to-playlist context-handler is resolved, dragging-and-dropping multiple files clicked in reverse order directly to an open VLC playlist works.