Peoples' biggest problem with playing old video games is the idea that those games are old. New is sexy. New promises bigger, better, faster, etc. They're $60 for a reason, right? Why else would the old games be on sale? But that doesn't make newer games more fun, or even mean that those promises will hold up to scrutiny once you actually play the game.
Try out the most revered games in a bunch of genres, regardless of how old they are, and see if you like them. You wont like everything, and not everything will have aged well, but you may find that what you like or don't has more to do with the game itself than with its age. This may also have the side benefit of getting you into a genre you might not have known appealed to you.
NB: an interesting visual style generally ages a lot better than cutting-edge graphics. Also, disagreeing with a bunch of other people on what games are fun does not mean that you are wrong.
Try out the most revered games in a bunch of genres, regardless of how old they are, and see if you like them. You wont like everything, and not everything will have aged well, but you may find that what you like or don't has more to do with the game itself than with its age. This may also have the side benefit of getting you into a genre you might not have known appealed to you.
NB: an interesting visual style generally ages a lot better than cutting-edge graphics. Also, disagreeing with a bunch of other people on what games are fun does not mean that you are wrong.