First off, I'm not going to name these in any particular order 1-5 because that's simply too hard. And I'm not 100% positive on my choices, but here they are.
Pacman - Any Pacman games except for the sh**ty one(s?) on Sega Genesis where you walk left/ right and use a slingshot... terrible, terrible game.
Zelda Twilight Princess - Gamecube (don't want to play Wii version) - I would say Zelda OOT, but Nintendo made a great addition this time around
Sonic the Hedgehog 2 - Genesis - Probably my favorite of them, but all are close calls.
Perfect Dark - N64
Capcom VS SNK Millenium Fight 2000 - Sega Dreamcast
Also, about picking older games. Yes, they are too great games. Without them, nothing newer would have ever been made, and I'm glad to have fueled the truly great gaming scene of my youth. Atari, Nintendo, Sega... that's what gaming is to me. Sony and Microsoft seem to care less about the people and more about the money. That's just my opinion, of course.
-DarkPacMan77-