External Monitor with Bootcamp (and Windows Vista Business)

It looks like this has been discussed quite a bit already, but as a computer neophyte I've had a hard time deciphering an answer that applies to my unique circumstance. So apologies if some of you've already been over this.
Anyway, here's my question/problem:
My second monitor (Gateway HD2250) doesn't work when I'm using Bootcamp (Windows Vista Business). I'm running a VGA cord from the Gateway monitor to a VGA adapter that's plugged in to the back of my Mac. My computer's a late '06 iMac w/ Mac OS X 10.5.5. BTW, my virtual Windows does seem to register the second monitor; it's just that nothing shows up on the Gateway screen.
Ideas for help? Thanks everyone!!

I managed to get an upgrade version of XP to run by using the internal DVD drive for the main all disc and an external DVD drive for my qualifying disc. Has to be that way round because the Apple keyboard ceases to function for a while and the required USB windows keyboard dosen't have an eject button. The whole business was very painful however, trying to get the installer restarts to select the correct drive each time.

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