I knew about the levitation morrowind thing, BUT speaking of beating morrowind, a friend of mine beat it by accident. She claims she has no idea how, but she was wandering around on red mountain, went through a large dwemer ruin and cave whose entrance was a volcano, and then "some blue lady appeared and a cutscene played." She was so confused about it, she never played morrowind again.
Why havn't I played Sid Meiers Pirates before? How the hell did this gem of a game escape my attention? You spot a french ship with the tag "military payroll" and think "oh bitch baby, you aren't gonna make it to port." You slide up to them, giggling like an idiot, and engage only to hammer the ship with too many cannon balls and not enough grapeshot sinking that sweet sweet payroll to the bottom of the ocean. Then you take out your disappointment on a french convoy and rake in a massive paycheck from that.
Oh man, if you wanna talk about broken difficulty scaling, let's talk Pirates!
If you like that though, I suggest you check out Carribean: Blood and Gold. Kinda what happens if you bash that and Kenshi together.