I don't chose one over the other, I love both.

My personal definition of Classic and Modern gaming is:
  • Classic Gamming = Pre-32 bit
  • Modern Gaming = Post-32 bit
  • 32 bit = Majority Modern, Occasionally Classic


I enjoy the general challenge and feeling of accomplishment you get from a good classic game. That and the games were usually more colorful and in some ways more interesting to look at then modern games. I also like the simplicity in classic games, where in most cases you don't need 20 minutes (at least) of tutorial to explain the mechanics/buttons of the game. There is always the nostalgia factor of enjoying something that you enjoyed as a kid.

I'm most modern games (good FPSs in particular) I really enjoy the feeling of being immersed in whatever situation the game has put me into and good sound design and proper speakers goes a long ways towards that. I enjoy the rise of competitive online multiplayer and a convenient way to play with friends across the world. I also really enjoy the focus on story in a lot of modern games, making games compelling also makes them fun IMO.

Its a short list that is definitely not complete but I enjoy both styles.