Most of my songs won't download onto my iPhone. Please help.

Okay, so I redeemed thirty dollars onto iTunes and bought a bunch of songs. I was listening to them for the rest of the night, and once I put on a different playlist in the morning, I noticed that the majority of all of my songs (some bought from iTunes and some downloaded from various websites) were there but wouldn't download. This had happened before with past purchases, but now it's happening with songs I didn't even buy. It's in the phase of "downloading," but it's not. I tried tapping the download buttons, and they just faded out with no activity whatsoever. Please help; I need my other songs desperately.

OK, assuming you have "automatically update all songs and playlists" checked in iPod properties and the songs were purchased from iTunes. Do the problem songs play OK in iTunes? An authorization problem is a possible case of not transferring.
Another possibility, the songs are not checked and you have "Only update checked songs" checked in your iPod properties.

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