The music bought from iTunes is in AAC format and the music you bought from real is in RAX format, neither of which are supported by the IHP-120. That's also why Windows media player won't play the files; it doesn't support the formats either. The best thing to do would be to burn all your music to CD's then rip the files back onto your computer in WMA or MP3 format, which are supported by the IHP-120.
I am new to all things digital and I guess I jumped in without all the facts. I bought an iriver ihp120 and now I can't load my music files to it. I bought music from itunes and realplayer. I have windows xp home edition. iriver tild me I had to go through windows media player but I can't seem to load the tunes into the library. Can anyone help me?