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Question about TOR and IIS - Also hello!

Ok...I've been running a relay on Windows (XP, Vista and Server 2003) for the past year.  I hope this is the right list I can post this on.  Either way, I a m looking to become more involved with TOR (donations/development/etc) given that none of the leading presidential candidates (except Huckabee or Ron Paul who are both lagging in the polls) in the US seem to be worried about privacy, Real ID and etc.. 
I am now ready to try and run a hidden service on my Server 2003 box (specificly IIS) but have failed miserably.  I'm stuck with IIS for now as I have always been a Microsoft developer (hey brings food to the table) and am not currently confident in running Apache at this time with IIS (only one box at this time).  Essentially, I want to run IIS with a mixture of sites using TOR and not using TOR.  I had imagined I would use my onion routing address in the host headers of the site I want TOR packets to hit while other sites would naturally take regular packets.  Does anyone have a clue as to what I'm trying to do and how I might solve it?  I'm not interested in moving to Apache at this time until I'm more confident with it and with a cms such as TYPO3.
Either way, looking forward to get heavily involved.