Hah... I'm not retro at all. Especially compared to everyone else in this thread. I mean, I've the earliest console I've played was an NES, but not extensively. Just at friends' houses or at this one gaming store I like to go to.
The earliest console I actually own is the GameBoy Advance. I only got it about two years ago, however, so it's not like it's that old school for me. I only ever played Oracle of Seasons on it, anyway, since I'd already beaten or almost beaten my other GBA-compatible games (The Minish Cap, Mario & Luigi Superstar Saga) or I had them on other consoles (A Link to the Past, Four Swords, Oracle of Ages). After all, without a backlight, the GBA is kind of hard to play anywhere you'd like...
The first console I actually owned in its prime generation was the GameCube. I played lots of games on it. My first was Mario Kart: Double Dash, followed shortly by Animal Crossing, but I also loved The Wind Waker and Super Smash Bros. Melee among others.