Ok,baby ,
It is not a big deal what you need is just a professional transfer to help you out .So your best choice is 4Videosoft iPod Manager for Mac .
http://www.google.com/#hl=en&q=4Videosoft+iPod+Manager+for+Mac&aq=&aqi=&aql=&oq=4Videosoft+iPod+Manager+for+Mac&gs_rfai=&fp=62c7546c9e19fcb7
4Videosoft iPod Manager for Mac, as expected, supports all the iPod devices, including iPod, iPod nano, iPod classic, iPod shuffle, iPod touch, iPhone, iPhone 3G. Moreover, the operating procedure is just like a breeze: plug iPod to Mac, import Mac files/folder to iPod or select the files you want to backup, then click "iPod to Mac", copying iPod for Mac is finished.
* Transfer iPod files to Mac, iPod to iTunes
* Import files or folder on Mac to iPod
* Convert DVD/video to iPhone, and make iPhone ringtone
* Compatible with all iPod devices, even iPhone, iPhone 3G, iPhone OS 3.0/3.1, iPod Firmware 3.0/3.1