Source: cbr.com
5. Mr. Mxyzptlk
I love good ol’ Mxy and people do not give him the credit he deserves.
And he pulled maybe the best one over on Superman ever. In “Whatever Happened to the Man of Tomorrow†(WARNING: SPOILERS FOR A COMIC FROM THE LATE ‘80S INCOMING) Superman’s life falls completely apart, losing friends and family and those he’s cared about in sad and murderous ways.
Eventually, it’s revealed that Mr. Mxyzptlk was behind it all and that he’s far more powerful than he ever let on. Now this happens because Alan Moore read Superfolks I mean, uh, because it’s a good idea.
And, while Mxyzptlk did lose and die at the end of the story, he still demolished Superman’s life and got him to kill, breaking his moral code and forcing him to resign being Superman and give up his powers. He lost his life, but he had a victory over Superman, specifically one that ended his career.

