ITunes syncing songs already on itouch.

Well, I've been searching continuously about this for a while, however I gave up weeks ago since I found no solution. The problem has since then increased, so I decided I should fix it now while it is fairly small.
As stated in the title, iTunes synced the same 35 songs every time I plugged my itouch in. (It is 39 as of today) No, I have not messed with any of the information of the songs. I resynced 4 times, consecutively, and the same 39 songs were synced each time.
Running iTunes v10.5.3.3, and Vista.
iTouch 3rd gen
Any help is appreciated.
- I have tried converting ID3 tags and creating AAC versions.

Having this exact same problem with 32 songs. It only started once I got my iPad, so iTunes syncs both iPad/iPhone. I manually mange both of those so not sure what the problem could be. I've tried the ID3 tags and artwork solutions and neither seem to help.

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