After switching to the iPhone 6, half of my purchased songs won't sync over.

I Have managed to sync over half of the songs backed up on my Mac to my new iPhone 6, but the other half of the songs show they are on the computer but are faded with dashed circles next to them. Every time I hit sync it will popup saying I'm syncing my 500 songs then end with only having half of the songs in the memory. They are all checked, backed up to the computer, and are showing they are in my Mac iTunes Library with no problem; its just getting it over to my new phone and iPad. I have the new IOS 8, and iPhone 6 with 64GB. I have tried everything I know how from doing it manually to trying to take all the songs off and putting them back on. I have just never had this trouble before.
Thank You,
Alex

I have the exact same issue. Tried restoring, tried syncing, managing music manually, reset network settings. Everything.
I think it might be an icloud issue with authentication because everytime i plug my iphone to my computer it asks me to Trust.

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>> Personal information removed to comply with the Verizon Wireless Terms of Service <<
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After switching to the iPhone 6, half of my purchased songs won't sync over.

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