Couple notes:
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it might be interesting to make a keyboard like device out of your arduino and just read it directly from cin (or whatever windows makes you go through to read the keyboard)
Project Log : Arduino USB - ProjectLogArduinoUSB -
A visual C++ forum might also be a good resource.
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Gotta plug the open source mingw and eclipse options for C++ on windows here.
Also obligatory whoWouldWantAnythingButJavaOnTheirPC plug too
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This isn't really an Exhibition forum post. More of a Interfacing forum post.