A few years down the line and I'm still googling this issue being led to this thread.
It is actually retarded that a simple feature that Windows Media Player offers, is not found on iTunes.
If I have my library of 2500+ songs, I don't want them all in a playlist, and I am happy with them being shuffled not playlist-ed.
Am I right in saying you want this too...
ShuffleSong1, ShuffleSong2, UserDefined"Play Next"Song, ShuffleSong3 and so on...
It's 2012! Surely they can do this one little thing for us?
Please Apple?
All I want and wanted to do is to select a song to play next after the current song is playing and continue to search through my library as I wish without any extra steps. There must be some software patents or something to keep this from happening.
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