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Rollercoaster Tycoon 2
SimCity 4

I have been playing those two games continuesly ever since they released in 2002 and 2003 respectively. Literally, continuesly. No breaks whatsoever, and I'm not seeing myself quitting any time soon. They just don't bore. Anno 1602 and Star Wars Galactic Battlegrounds were also in that list, but I haven't played both , outside of like, one or two times, for about a year or two now. It's not that I don't want to play those anymore, I'd really like to continue playing them, but we're having problems with LAN multiplayer on our newer computers.