Multiple devices with different song lists

I use a PC for iTunes and I recently got a new iPhone.  Even after doing the backup before plugging in my new iPhone, I somehow managed to lose the 1000+ songs that I had uploaded from CDs onto iTunes. Long story short, I followed instructions to try to recover it, but it is gone.  All I have is 100 or so "purchased" songs on my iPhone.
However, I still have all the missing music on my iPod shuffle. 
If I plug my iPod into the same computer, will iTunes transfer all my music from my iPod so I can put it on my iPhone?  I am afraid it will sync with the music I have left on iTunes now and I will lose all that's on the iPod. 
Thanks.

1a You won't be able to re-use your me address.
1b No you could save the content if done correctly (iTunes is not iCloud)
2 No, you won't be able to re-use your me address.
3 The me addresses on a single account can all show up on a device or none show up on a device depending on whether mail syncing is on or off, you can't have some addresses on and some of on a device.
I believe you have two choices.
You can both use your existing account and could sync all the things like calendars etc etc, you can have your email address and your husband could have an alias, but you would both see each others mail (and it's not overly clear which is which)
You can keep your account, he can start his own, that way you would each have your own email address without seeing each others. You can add his account to yours as a secondary account and just turn on syncing on calendars, contacts etc, he could do the same with your account. iTunes isn't iCloud, so you could both use your existing iTunes account and keep access to all your music, movies, apps, books etc. The only thing you couldn't share would be photostream, which is rather unfortunate but there.

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