[MrWookie]

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Elite
Civ 2
X-com interceptor
Doom 2
Age of Mythology

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I think my list is

1. X-Com: UFO Defense
2. Half-Life (incl. Counter-Strike)
3. TIE Fighter
4. Diablo 2
5. Age of Empires 2

Honorable mention goes to LoZ: Link to the Past and Super Mario Kart.

I realize that this forum is dominated by console gaming, but the superior controls of a PC (mouse, joystick) really enabled some much better games. Golden Eye was a great console shooter, sure, but it really doesn't hold up to Doom, Quake, Half-Life, etc.