So, no, I can't do what I want to do. I'm going to have to build an app that will let me do it.
I am not able to write an android app from scratch, and I don't want to learn how. So I will be using DroidScript (which I have played around with before), to make a Music Player app that does what I wanted to do with Tasker.
At least that's the plan so far. I have a list and I have it playing a (one) song from my list. I do not as yet have it advancing and replaying, nor do I have it speaking or learning. But that's not bad for one day.
I have a lot of loyalty to tasker, but I want this to work too. So I'm going to use DroidScript. It's pretty nice, just javascript and it has a web IDE so I can type on the full keyboard. So that's nice.