You can convert the songs in your iTunes library to a format that Windows Media Player can understand- (I tend to use mp3.) This can be done INSIDE iTunes itself. If the songs in your iTunes library were purchased in the iStore, and were purchased in the plus version (indicated with a small + sign before the price of a song), then they are DRM free, so they can be converted easily. However, if the songs were not purchased in the plus format, you can convert them for 30 cent each. I would highly recommend that you do this as the plus version of songs are premium quality- and since they are DRM free, you can use them in almost all applications and you can burn them to CD's and play them almost anywhere. All songs on the iTunes store are now plus version so you don't need to worry about looking out for them in the future.
To convert the songs to the format that the Windows Media Player can understand, Open iTunes and do the following steps:
- Click Edit, Preferences and go to the General tab
- Click on the "Import Settings" button
- Change the "Import Using" to "MP3 Encoder"
- Click OK and go back to your music library
- Change to list view and select the first song in your library
- Scroll all the way down to the last song in your library
- Press the Shift key and then click on the last song to select all of the songs in your library
- Click "Advanced" and then "Create MP3 Version"
- Your songs should start to convert and depending on how many songs you have in your library, this could take quite some time
- Open Windows Media Player and press F3 or click File, Add to Library
- Click OK- Windows Media Player should start to search for songs on your computer and after it has finished the search, you should find the songs from your iTunes Library in your Windows Media Player Library.
NOTE: This method will only work if you have bought iTunes plus songs or if you have converted the songs to iTunes Plus for 30c each
I hope that this will solve your problem, please reply and let me know if this works out for you.