Does adding music work only in iTunes?

I used to use RealPlayer a lot... (when I had a mini.)
But now, when I try to add songs from RealPlayer, they won't show up!
And then when I connect it again, iTunes says it can't read the content and makes me restore the thing (which I've done three times now.)
This is important for two reasons:
1. I have about 268 songs that need to go on my iPod. ITUNES ONLY LETS ME IMPORT ONE SONG AT A TIME. Currently, only 5 of those 268 are on iTunes.
2. There's a video file that I made myself that I'd like to add.. (though, to be fair, I don't know if the iPod supports the format -- I think it's .wmv ..)
So, yeah. That's about it.

Just drag the files you want in iTunes into the iTunes window that will import them all in one go.
As for the video you will need to convert it to the iPod format, try looking for an Application called Handbrake, it should do the conversion for you.

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