1) Make an on-the-go playlist with 10 songs. 2) Play a song on that on-the-go playlist. Say, song 1. Set the playlist to random. 3) Go back to your on-the-go playlist, re-order any song under the song playing. Say, move song 8 to song 2. 4) Go back to Now Playing. 5) Result. Interesting note: Can't trick the double-click-Home-button display.