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LOL. Still have that controller?
I know what you mean. That game required precise jumping. The problem is the jumping mechanics were extremely archaic, even for the time. And it was very unrewarding indeed.
My vote is for the Barrel of Doom in Sonic 3. It made me ragequit the game. A friend had to tell me how to proceed...Three years later...
Here's a video of the infamous obstacle:
https://www.youtube.com/watch?v=Q-3-3yjE-2c