Marx Soul (Kirby Super Star Ultra; The True Arena)
Reflux (Rayman 3; final battle)
Eve (Parasite Eve; final battle)
Splithead (Silent Hill)
Strangely enough, these are definitely the hardest and most annoying bosses I've ever had to fight, and yet my friends would laugh at how easy they were to beat. While, on the other hand I could always beat the bosses they thought were absolutely impossible to beat, so I suppose that just evens things out.
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