Not classic yet, but out-dated.

[Xannidel]

Super Mario 64
One of those ZOMG epic games with crappy 3D models. One of those rare times where EVERYONE said "screw the graphics, this game rocks!"

OT: If we are talking about a generation ago then that would limit things to PS2, Xbox, GBA/GBSP, Gamecube and I would THINK Dreamcast as well.
There were SO MANY PS2 titles that I would consider outdated like Indigo Prophecies.
Xbox on the other hand I have like 5 Xbox games so I will leave that up to someone who has played the Xbox more then I have but MAYBE something like Max Payne?
GBA/SP: Again I do not have many so I will omit my choice because I really do not HAVE one.
Gamecube: I will say something like Luigi's Mansion or Pikmin.
Dreamcast: I only have 4 games and one is a Dreamcast demo so I omit my choice on that.