ITunes not Transferring to iPod/iPhone?

Every time I plug my iPod or iPhone into my iMac the iTunes doesn't transfer my music or videos from my iTunes onto my iPod or Phone. Any reason why this isn't working?

It all syncs and the music or videos that were already on my Phone or iPod will replace themselves but nothing else will get added to it. My iPod has 40.69GB left so I have enough space.

Try manually syncing it

Have you told iTunes that you want to sync all your music and videos in your iPhone preferences panel.

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