How do I sync 2 iTouches using the same ID?

I have one synced the the cloud with over 300 songs, but can't get the second one to sync (it only lists 12 songs), using the same ID.

Welcome to the Apple community.
Your iCloud and iTunes accounts are different accounts. Music, videos and apps are handled by iTunes.
There are two iTunes services that you may be interested in. The first is iTunes in the cloud, this enables you to re-download any items purchased from iTunes on any device. The second is iTunes match, this is a subscription service which syncs your entire iTunes music library between all your devices. Note however, unless the content is already on your device, you still need to download it from the cloud.

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