Can you use two ipods on one itunes account. It let me transfer my purchases, but can i put songs that are on one ipod onto the other that are already on my itunes?

i had an ipod classic and used it for a few years until i got an iphone.
Now I want to return to use it to fit all my songs on, however i now use a different itunes on a different computer.
It let me transfer all my purchases, but won't let me put the songs on that i downloaded from albums, and it won't let me put songs onto it that are on my iphone.
do i have to redownload all the songs again, or is there a simple method to solve this?

See the How To Sections Here
http://www.apple.com/support/ipod/earlier/
And Here
http://www.apple.com/support/ipodclassic/
Also see this
Download Past Purchases
http://support.apple.com/kb/HT2519
Log into iTunes using the account the Purchase was made with... Click on Buy... and a notice will come up saying you already have it... do you wish to download it again... Click Yes...

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