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Love the idea behind this thread! Let's see what I can remember...

PS3 - Assassin's Creed (horrible start to the generation for me, should have just waited for Uncharted which was my second game if I'm not mistaken)

PS2 - Grant Theft Auto III (not 100% sure though, could also have been Final Fantasy X)

PS1 - Silent Hill (bought the game before I bought the console and it was so worth it)

PSP - Grand Theft Auto: Liberty City Stories

Gamecube - Super Smash Bros Brawl (only because it came with the console when I bought it, not really into this series; the first game I got because I really wanted it was Luigi's Mansion)

N64 - all 7 games I have for it came with the console when it was given to me

DS - Super Mario 64 (or Warioware, can't remember now)

Gameboy Advance - Castlevania: Circle of the Moon

Gameboy - Tetris (came with the handheld)

Dreamcast - Sonic Adventure

Saturn - Daytona USA (came with the console)

Mega Drive - Sonic the Hedgehog (came with the console I believe)

 

Edit: Planning on getting a PS4 only.