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GTA 2, back when the concept was fresh and exciting and extremely fun to play. They've milked the cow so badly now I'm surprised it hasn't shrivelled up and died.
San Andreas. So much to do. 3 cities. How can you get bored? This game has lasted me years since I bought it on the PS2 then PC. Now I play San Andreas Multi Player on the PC version. It just never gets old! An amazing game. Truly the best out of the series!