My music wont play on my ipod!!!!!!!!!!!!!!!!!!!!

some of my music wont play on my ipod! it just skips the song or goes back to music and in my libary those songs wont either play but their still there. plz help me some one! i am a little desperate!

If it is a file issue, then you will need to contact iTunes Store support here.
Hope it all works out!
iMac   Mac OS X (10.4.9)  

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    iMac   Mac OS X (10.4.9)  

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