Seperating Sound ChannelsFollow

Ok here's my Dilemma, I want to get my Vent sound out of my headset, my game and iTunes out of my speakers. I have a 5.1 ( i think, wish I knew how to check) surround sound audio card built into my motherboard, it has 5 out jacks and 1 in jack. The typical pink and green, then black orange and (purple?) I'm curious if anyone's discovered a way to route the sound of a particular program out of one of the auxillary jacks. I typically have 2 audio devices, "HD audio device" and "Speakers" (which is anything plugged into the green jack) no matter how much I fiddle nothing else will show up if I plug anything into the other jacks and HD audio device wont make any sound through any of the jacks. Does anyone have any idea how to accomplish this? I also have a audio jack on the front of my pc but the mic jack there doesnt work, and the PC shuts off any output through the back jack when the front is in use.