Another idea I've had -- a "genre DJ". If you regard genres as graph points, this would give you control over transitions between those points. So I can say "

Another idea I've had -- a "genre DJ". If you regard genres as graph points, this would give you control over transitions between those points. So I can say "x% chance of playing Dixieland Jazz after playing a Swing song". This is so you don't get Megadeth right after listening to Louis Armstrong. But... after maybe 10-12 song + genre transitions, you might work your way there.