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Kaunisto said:

I don't much care for punishment, with notable exception being driving games. The most frustrating was probably Test Drive 4, in so many ways unfair game. For example there's series of 6 races where same CPU opponent is always fastest, so to tie in points you'll have to win 3 races and be second in the rest. Except... if you tie in points, player loses! You need to win 4 races and be at least second and third in the others - which in that game is a tall order.

That may not be the biggest driving game challenge I've met. That would be Ridge Racer Type 4 (PS1, I played on emulator). Mostly that's just a game of insane grinding - it took me some 3 years to gather all the 320(+1) cars, which is one of my greatest achievements itself. But in punishment department, the highest level 1-on-1 challenges are likely the most difficult thing I've done in racing, or possibly even in any gaming.

3 years is nuts, that's shear dedication that you didn't fall off and stuck with it. Respect. Some racing games can get brutal indeed, Asseto Corsa going for the platinum might as well be for professional drivers with multi thousand dollar set ups and then there are endurance races, Project CARS has a trophy for finishing a real time 24 hour endurance race. Of course you can leave the car idol and finish one lap but doing it legit would be bonkers.