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Yeesh this is hard. Especially for N64, how can I narrow that down to just one game? Got to go with my most highest rated one then. And I'm going to cheat by seperating GB/GBC :

NES: Mega Man 2
SNES: Yoshi's Island
N64: Zelda Ocarina of Time
GC: Luigi's Mansion
Wii: Mario Galaxy
WiiU: Mario Kart 8

GB: Pokemon Red/Blue
GBC: Zelda Link's Awakening
GBA: Metroid Fusion
DS: Professor Layton & Pandora's Box
3DS: Resident Evil Revelations

Mostly my favorites on each system, with exceptions to prevent duplicates. I think this would be quite a varied experience.