Itunes accounts one mac with one present account

i want to add/delete songs/video of my son's iphone but want it to stay under my wife's itunes account, but i want to do this on my imac which is under my own itunes account.  I could just delete him off my wife's account but then he may loose his game apps and he is touchy about that because he is on a certain earned level on minecraft(some kids game).  If it wasn't for the game apps no problem but he wants to keep those especially the ones he is on different levels. The songs/videos i want to put on his iphone were not downloaded from the apple store. running all updated OS on imac and iphone.''
Is there a solution to this? I have been reading up on home sharing, authorization/deauthorization, creating new user accounts.  All didn't seem to touch on this. Doesn't seem as it is possible so throwing this out there before i give up

hello?

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