I agree with Shatterhand regarding aspects that make a good film etc. As for games, I think that every generation has their own retro stuff, and depending on what stage you came in to computing, you will rate some games more highly than others. I loved 'Star Raiders' on my 8 bit Atari... it will always stay in my mind, as will Paul Woakes 'Mercenary' and Microprose 'F15 Strike Eagle ' on the smame platform. Not to mention a couple of ZX81 games I had. Oh, the good old days eh? I also think that games like Quake, Quake 3, UT and Half life will be remembered for being groundbreaking in their own ways. Much like Elite, Stunt Car Racer, Doom, Pacman, Space Invaders and no end of others are today.
Now I'm tempeed to resurrect my old Atari stuff... tape drives, single sided disk drives. Oh my, I have tear in my eye!