Playing music for others online

I am interested in playing music for others in a chat out of itunes or something of that nature and was wondering how i set up the sound to play directly through the soundcard to increase the sound quality.  I have an idea how this is done for pc's but cannot fugure it out for mac.  Basically i dont want it to play the music through my interenal speakers and then be picked up by the internal mic and retransmitted.  There has to be a simple way to do this.  ANy help?  I am just using the internal stuff, no fancy speakers or anything.  Also any free apps or programs that i can get to play around with sound as well?

Thanks Wrathius . I know what Teamspeak is all about just that I haven't use it before.
Jason

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