Long story short, I have several iPods (I repair them as a hobby) ranging from a 1st gen 5GB to a 160GB iPod classic and you can, in fact, drag music DIRECTLY to the iPod (within iTunes), AND PLAY it on the iPod. At least you can with a Windows formatted iPod, but I don't see how a Mac format would make it any different. You need to enable "Manually Manage Music" for the iPod in iTunes. The setting is right above Enable Disk Use. I have a folder of songs from a previous computer of about 750 songs (in addition to iTunes libraries on different PCs; this is more of an archive) and every iPod I have, I literally just drag the folder to the iPod in iTunes (doesn't need to be added to the iTunes library first or anything) and iTunes will sync it to the iPod. Now, with manually managing music, you will lose the auto-sync feature, but it's the only way to reasonably add music from PCs outside of the host PC.