I am seriously considering getting the new Droid X and giving my old iPod Touch to my wife. On the iPod, I make use of Smart Playlists that use an one criteria: Plays = 0. When a song or audio book is played, it disappears from the Playlist. Will I be able to do this with Android? I have read about DoubleTwist as a program that will allow me to sync from iTunes, so it might accomplish this (can't test it, since I don't have the Droid yet). I am not locked in to iTunes, so if there is a Mac program that would sync better, I could move my audio material over there. Can I accomplish this?