Simeda's Pocketster is an application that allows a Pocket PC to be discovered by other Pocket PCs in the area or by any PC running a Zeroconf (a.k.a Rendezvous) discovery stack. You can also discover other Pocketster users anywhere on a wireless LAN segment. Pocketster includes a web server (that you can use to publish information) and a music preview utility that allows you to stream music files from nearby Pocketster users.
According to the company, 127495 Pocketster Pro (the advanced version of Pocketster) takes the idea a step further and adds an iPod Module. The module enables you to publish your iPod playlists and have anyone in the area listen to previews or download tracks wirelessly from those playlists.
The iPod Module can be used by Pocketster Pro customers that have a PDA with a host USB port. The first (and probably the most popular) Pocket PC PDA that contains a host USB port is the Toshiba e800 (used in the tests below). You can also add a host USB port to any Pocket PC with a Compact Flash TypeII slot using this adapter from Ratoc.
The website provides step-by-step instructions on how to connect the iPOD and the Pocket PC, how to configure the software and start sharing the iPOD's contents. Of course the usual caveat applies when it comes to copyright, and the author's makes it clear on their page.