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WINE is technically not an emulator but a compatability layer. As for distro choice, I don't want to start a flamewar here, but RH or Mandrake might be perfect for the needs. You can learn by using just as well as the pains of install...
The one thing that is a must is you _must_ keep your system up to date, no matter what distro... if it's redhat, use apt-get.
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