When you put your iPod (or some other type of mp3) on shuffle, and it plays some songs by the same artist at least 2 times in a row. Or if the songs start playing in Alphabetical Order after the device is put on shuffle.
I went to the party to hear some great music, but Bill's iPod had a Shuffle Fail, so everyone got tortured and had to listen to Lady Gaga for 3 hours straight. It was horrible.
by TheChampion613 June 20, 2011
Get the Shuffle Fail mug.