You guys went into a discussion on this on the 8/14/14 broadcast. It was mentioned the Zen Pinball games (Pinball FX/FX2 being a big one).
If you're really into real-life pinball machines, I highly recommend the Pinball Arcade series by Farsight Studios. It's really the closet thing I've seen to true pinball SIMULATION and they recreate a lot of the really great pinball machines we've played, including:
Medieval Madness The Addams Family The Twilight Zone (my personal favorite) Star Trek: TNG (deepest ruleset I've ever seen)
There's a ton more machines they've done, some recent, some classics. I was REALLY getting into pinball about 10 years ago, but could never get the machines myself as they're crazy expensive and the upkeep is something I never wanted to deal with. This series allows me to play those games and they're incredibly faithful to the original machines... excellent job by Farsight.
It's out for virtually ever system, including iOS and Android, so if you're looking for a way to play some of the machines you remember from your past, check it out for sure.
Top 5 games of all time:
5. Deus Ex
1. Planescape: Torment