Songs I purchased in iTunes, after syncing with my iPhone and iPad, show up in the library and playlist on the computer. They are in the songs lists on both devices but do not actually transfer to the playlist on either though the computer says they have.

I purchased four songs in iTunes, downloaded them, then did a sync with both my iPhone and iPad.  All songs show up in the libraries of both devices. I then added these songs to a playlist on the computer then synced both devices again.  According to iTunes on the computer, all four songs are in the playlists on both devices.  However, on the actual devices, only two of the four are in the playlists.  All four are still showing up in the library.  I created another playlist specifically for these four songs to see what would happend, dragged them to the playlist on the computer, then did another sync.  Once again, according to the computer, all the songs are in the playlists on the devices.  However, only two of the four are actually in the playlists on the phone and iPad. Any ideas what's going on?

Lynn,
I had a very similar issue (same playlist).  After several frustrating hours of various combinations I was able to sync by changing the options to "manuall sync.." and then "dragging and dropping" the needed playlist from the iTunes Playlist list to the iPhone button (on my itunes setup/view that was from the far left column list of all of my  playlist in iTunes to the far upper right "iPhone" button).  To sum up "checking" the playlist and syncing didnt work, "drag and droping" the playlist did... at least for now... then I unselected the "manually manage" in the options and re-synced and all playlist were synced correctly.  Good Luck.

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