yeah i have used that but thats not what Im looking for I want to run music files at the same time oh well guess I can't and I thought that vlc media player didn't work with windows vista?If you right click the second track and click 'Queue-it-up' it should add it to the active playlist instead of replacing it... I think.
As Chupacabra said there might be an option in the settings to do this action on a double click to make it easier. Not sure what though..
Not sure if this is what you're looking for? Don't know about the additional window thing.