Hey goodmunky, welcome to TechIMO.
I'm an intermediate Flash MX user but not Director so I don't know if this will work for you. Have you tried any tutes yet? Here's a tutorial of a drag menu at
Were-Here.com.
I 'assume' you'd be able to tweak this by creating another MC for your second 'content' window and assigning the proper path to it via ActionScript.
I hope this helps. If not, let us know what you've already tried [tutes or whatever] and/or maybe someone with specific Director knowledge will jump in.