WiFiitunes
This Windows Mobile Software will discover any iTunes running on Macs or PCs on your local network and allow you to browse the library or playlist and then stream MP3s directly to your PDA. Example uses include connecting your PDA headphone jack into a stereo in another room in your house (I have mine streaming music to the bathroom).
If you find this tool useful, please donate to the developer.
You can use WiFiTunes with iTunes 6 (Mac and Windows) or Firefly Media Server (Mac, Windows and Linux). It might not be Compatible with latest version of iTunes
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I really really wanted to much for my Pocket PC