Playing Music in iTunes Not Working

I can select a song to be played and when the end of the song is reached it simply stops playing music. If I hit 'next' the current song being played pauses. I have shuffle on. Any ideas out there on how to fix this??

Sounds like you have a video that is not supported by iTunes / Quicktime.
Right-click the entry in iTunes and select (hmm, forgot exact option) 'show in Explorer' or something like that. That should open Windows Explorer and highlight this particular file. Right click the file and select Open With... QuickTime Player. If QT won't play the file, then you have almost no chance of playing it on an iPod. You would have to convert the file using some other utility to WMV or MPG so that iTunes & iPod could handle the file.

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