Some games I had that I found difficult/infuriating:
CastleVania -- The end boss was impossible. Getting to him wasn't too bad, but you had to go through that sequence just before fighting him that guaranteed at least a couple points off your health, and then he was hard as hell on top of that. I never did beat him.
Double Dragon -- Once again the end boss was impossible. He has a machine gun, and I'm supposed to beat him by punching and kicking him. Hard as hell. And that part where you were supposed to cross the wall and the bricks came flying out at you in a seemingly random, unpredictable partern? That sucked too. I'd always waste at least one life there.
Ikari Warriors -- one stupid bullet kills you and you have to kill thousands of emenies. Even with infinte continues it was impossible.
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