I may be half asleep and forgetting a game but I'm gonna go with Super Mario Sunshine, the levels where you don't have FLUDD, like "Pachinko Pain" and the one I call "'holy shit, I'm surrounded by death water' lily pad ride for red coins." They kicked my ass so much and I always hated when I had to go play them. There are a lot of main world levels like in Pianta village and its drenched in lava, that level, as a kid I had no idea what to do and that was quite hard.
I tend to avoid hard games since I don't like taking risks for the most part, haha.
I tend to avoid hard games since I don't like taking risks for the most part, haha.