Can two apple IDs share the same library?

Mac newbie here needs some advice...
I just got a new iMac and have created separate accounts for my husband and me on it.  We used to share an apple ID for music, but now I'd like for us to have our own apple IDs especially with the iCloud capabilities I don't want my iPhone stuff going to his Mac account, etc.  Problem is that all his music is in my library and he doesn't want to have to re-buy it again.  So I figured out that I can share my music library with his account on the iMac, and I have him signed in to iTunes with his separate Apple ID... good so far... but what's going to happen when he buys something?  Will it go into my library (as some sort of combined one), or into a separate one?
The other issue I encountered is that when I went to enable automatic synchronization across devices for him, I got a message saying that it was already logged in with another apple ID (I'm assuming it was referring to mine?).  That's not good. 
I want us both to have totally separate IDs etc, especially for iCloud backups etc, but I wanted to be able to share music libraries.  Is that possible?  Am I doing something wrong?
Thanks!

If you want to share a single AppleID with a single iTunes Library, then simply sync both devices to that iTunes library using the same user account.
If you want to sync two AppleIDs to one iTunes library, in iTunes on the computer, login and authorize each AppleID, then sync the devices to that common iTunes library in the same user account.
You do not do anything on the device being sync'd itself - it all has to do with how iTunes that you are syncing to is set up and what AppleIDs are authorized there.  You can sync multiple devices to iTunes, just be sure that each device gets a unique device name in the iTunes sidebar.
To then use unique AppleIDs for iCloud and iMessage on a iOS device, first, make an iCloud account with the AppleID you want to use (go to http://www.iCloud.com), then set up that iCloud account on the device with that ID and password.  In iMessage, just log out with whatever AppleID you are using now, log in with the new AppleID and it will reauthorize, now linking that device with the new iMessage account just created with that AppleID (your iMessage primary account ID is always the AppleID used to initially create and verify the iMessage account).

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