Source: doomrocket.com
6. The Joker
Yeah, shocking, right?
Joker and Superman have actually interacted a couple of times, indeed. One time was during the Emperor Joker event, where Joker stole Mr. Mxyzptlk’s powers and remade the world in his own loony image. Now, I would’ve put a spoiler warning on this because it isn’t revealed it’s the Joker until halfway through the arc but when DC reprinted that story they put Emperor Joker on the cover so that ship has sailed and sunk my friend.
Joker used his cosmic powers to imprison Superman in Arkham Asylum and create a whole fake Justice League of doofuses. Another time the two matched wits was during Batman: Endgame. Joker used his toxin to take over the minds of the entire Justice League save Batman, who had to fight his mind-controled friends. By punching them with a giant robot suit.
It’s a fun comic book.

