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The first Burnout game. That was game ending for just brushing against another car, instant 'crash'. Still more fun than the later versions where you can just knock every car of the road.

Arcade racers all used to be very punishing, now it's full throttle ram through everything :/

Colin McRae rally was also very hard, so rewarding to finally nail the course after dozens of attempts. Of course back then you only had a handful of tracks, so the games made you work to unlock the next track.