iTunes can help you sync music to your iPod or iPhone easily while it just don’t allow you to transfer your iPod or iPhone contents back to it. That makes it really annoying when you accidently delete your iTunes Library, have a hard disc reformat, or move iPod content from on computer to another. You need a third-party program to do the task and FreeSync is a totally free program that meets your needs.

Click here to get iSkysoft FreeSync(only intel version is available). Mount “iSkysoft Freesync.dmg” file and then double click “MacFUSE.pkg” to install FreeSync.

How to transfer iPod/iPhone content including music and videos to iTunes on Mac

Step 1: Launch iSkysoft FreeSync and then connect iPod or iPhone to Mac.

Step2: Click “Music” or “Movies” playlist and then tick the file you want to export.

Step 3: Click “iPod To Mac” to start transferring your music or movies file to your Mac.

Step 4: Select a destination folder to save your iPod or iPhone content and click “OK”

Now you are ready to import Music or Movies to iTunes. Launch iTunes, and you can either drag the output folder of you iPod/iPhone content to the “Library” icon and let iTunes to classify your music and movies, or go to “File” pane and select “Add to Library” to navigate to output iPod/iPhone content and add it to iTunes.

How to get songs, pictures and videos from iPod, iPhone to Windows PC for free

ml_iPod is a Winamp plugin that enables music to be loaded onto and off of an Apple iPod without using iTunes via Winamp's Media Library. One of the main attractions of the plugin is being able to transfer files from the iPod to your computer which is not possible with Apple's iTunes software. Winamp's newest iPod plug-in can indeed copy files from iPhone in Windows without jailbreaking. It also supports Creative Zen and PlaysForSure certified devices.

Download and install Winamp if you haven't yet. And then use it to get songs, pictures and videos from iPod, iPhone to Windows PC.