If you ever wanted to get your system sounds, including youtube and perhaps some mp3 player, into a skype call, and then into a recorder, and then perhaps even broadcast it all to shoutcast or talkshoe, then I THINK I have the solution.
You need virtual audio cables. Then you need a headset. Then you need to look at this following screenshot to see how to forward the sound around.
Believe me, I spent many hours trying to get this working. I think I’ve finally succeeded. Any questions, email me. You can hear my work at radio.abirato.info.