I think crossfading would be great, even between different types of music. My end goal is to create my own music "stations" based on genre but with my music and without commercials and DJ's. Crossfading would just add to the effect.

Of course, if its impossible (or practically impossible) to program, that pretty much ends the discussion.
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-Jeff
Rome did not create a great empire by having meetings; they did it by killing all those who opposed them.