miShare connects between two iPods and it will copy your media with the press of a button. A single button press copies the last song or video played or a pre-selected photo folder. A longer press duplicates any files you’ve got stored in your current On-The-Go playlist, so you can easily copy multiple files.
The device is perfect for moving non-DRMed tracks between the players, but can also copy iTunes DRM tracks with the caveat that you’ll need to authorize the device using iTunes once they’re copied.
Unfortunately, the miShare doesn’t currently work with the iPhone or iPod Touch, but should work fine with all other iPods with the standard 30-pin dock connector (Mini, Nano, 3G, 4G, Video (5G), and Classic (6G) models).It comes for around $99. You can check their website for more information.