I don't know those games, but try either DosBox, or a Win98 emulator (whichever applies).
You might also consider applying Lucastarts patches ( http://www.lucasarts.com/support/update/outlaws.html ), or try to find a 64bit installer (there is one linked here).
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Nothing has a meaning. You can't even say it has no meaning as that'd mean it has. - Godkiller, Defender of Anarchy
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