How do I output HDMI & Headphone audio simultaneously?

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Aug 8, 2012
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I use my TV as a second monitor in my room and often watch streams on it. Meanwhile I play games on the main screen with iTunes playing in the background.

I want to have the audio from the streams (playing in Safari) to play through my HDMI cable while my iTunes' & games' audio plays through the speakers connected to the Headphone jack in my iMac.

In Windows you can just open up the sound options and choose which application plays through which Audio Output. Can I do that with a Mac or get an App that lets me do it?
 

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