Easiest way to do it: Go to your friends Mac and copy over the Mobile Applications folder from ~yourhomefolder/Library/iTunes Put that folder (it has the application plug-in in it) on your mac. Now have your friend authorize your mac as a spot for one of his iTunes playback devices. Restore your iPod and voila, applications copy over. Now if your friend wants to de-authorize his account and you have to restore your iPod, the apps won't copy over. You will get an error. This works really well if you have multiple macs and multiple iPods in the same house. Later.