NES Wheel of Infinite Fortune
I love stuff like this :)
Chris Beaumont has hacked the NES version of Wheel of Fortune for the Nintendo Entertainment System to replace the out-of-date questions with a more modern batch.
People have of course done this before for other titles on different platforms (updating teams in Pro Evolution Soccer 6 on the PS2, etc), and it makes so much sense if the game engine still holds up.
If it ain't broke, don't fix it (or rather... just update it).