I know you can use ripping / mixing / layering software to concoct something that kinda sorta resembles the above description, but besides taking time and effort and opening the floodgates to the usual quality issues, you would also lose the freedom to adjust the volume / equalizer of one track without changing the other or cycling through one tracklist independently of the other, while you’re listening to it on your portable media device, which is really what I’m going for here.
So I guess what it comes down to is I’m asking for mp3 player recommendations. Any suggestions?