hmm..there's different ways to do this. There used to be a program called Scatter (from Bantam 3d) that would allow you to duplicate a selection in a random pattern. The site tends to come and go, but may still be out there somewhere.
Another way is to use your detailed characters for the foreground, and less-detailed in the background (for example, Mike to the front, Dork to the rear). This is harder to do, due to cross-talk, etc., but if you're patient, it will pay out dividends in the end. More coherent answers to follow this post, I'm sure..;)

I wish I'd said that.. The Staircase Wit

anahl nathrak uth vas betude doth yel dyenvey..;)