Two Sound Outputs through different headphhones?

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Is there a way to get two different sound outputs through one set of headphones with eahc sound output going to a different speaker?

I use skype a lot and watch a lot of videos such as BBC iPlayer. Basically what I want is to be able to listen to skype and watch a video at the same time without either them competing without each other.

Running Mac OS X Snow Leopard.
 

bobtomay

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15" MBP '06 2.33 C2D 4GB 10.7; 13" MBA '14 1.8 i7 8GB 10.11; 21" iMac '13 2.9 i5 8GB 10.11; 6S

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