I gave two solutions to another user doing something similar just the other day.

The problem with Skype is it's almost completely locked down, being a closed source application and the developers of it have a clear intended use for it (desktop/mobile), and not listening to server rooms. There are a couple of simlpe options though:

1. Pipe MP3 over SSH. This requires almost no setup, past getting arecord working on the server, installing lame on the server and installing mpg321 on the client machine.

   
   
   

   ssh oli@bessy "arecord -q -t raw | lame -x -r -" | mpg321
   
   

   
   
   

   If you have more than one client listening, it might be bandwidth/CPU heavy so you might want to look at the next option...




2. Use a broadcast-style application like Icecast or TeamSpeak because they're better designed for problem than Skype.