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Gran Turismo 2 and Jagged Alliance 2 stand out for me. Going by what I like, sheer quality and content, as well as impact on the industry, I can only choose Gran Turismo 2 though. Third best-selling Playstation game of all time (only behind FFVII and Gran Turismo). I still remember the countless hours we spent tuning and testing cars in GT2, it was filled with geezer-mobiles with pathetic power and tires the breadth of a child's hand, it was awesome smacking huge turbos and slick tires on them and race. It also had very impressive sound-mixing, and support for thumbsticks was much improved, allowing for smoother steering.

Edit; dreading the 2000 thread, how will I choose between two of the greatest games of all time; Baldur's Gate II and Deus Ex?!