The problem lies within the window manager. If you want to have multiple exported windows at once, I think that the best approach would be:
a) Change the behaviour of matchbox if it's possible. It's time to try the options in
http://matchbox-project.org/document...manual/wm.html
(killing matchbox and re-starting it with "-use-desktop-mode decorated" seems a good starting point).
b) compile and use another window manager. Of the extremely lightweight I would try "ahwm" (somewhat unfinished, unstable, but does its job) and "pwm" (requires configuration if you're not fond of focus-follows-mouse behavior). The pity for both of them is that as they don't have close button in titlebars, you cannot close windows using the stylus.
Hope that helps ;-)