Check to make sure that the "Manually manage music and videos" option is turned on: Connect your device to your computer. Open iTunes. Make sure that you have the latest version. Locate and click on your device. In the left sidebar, click Summary. Scroll to the Options section. Click the box next to "Manually manage music and videos." Click Apply. You might see a message that your device is synced with another library. This means that you've used a different computer to sync your device in the past, and iTunes can't sync without first erasing and replacing all iTunes content on your device.