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The Joker, also known as the Clown Prince of Crime, is Batman's nemesis, and mainly features in the Batman comic book series, TV show and 1989 Batman film, as well as the 2008 The Dark Knight film.
The Joker - Simpsons

The Joker, as seen on The Simpsons

He makes a small cameo appearance in The Simpsons when standing in line to get Grampa's inheritance from Beatrice Simmons.
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Smithers pays Carl to dress up as the Joker so Mr. Burns can go after him as Fruit Bat Man in "Dark Knight Court".

In "A Test Before Trying", when the school is shut down for bad grades Princible Skinner says to Nelson that he will be atending a school parody of Arkham Asylum, of which The Joker, or at least a man resembling him, appears to be driving the bus, until it explodes.

Kearney Zzyzwicz in the opening for Treehouse of Horror XX is wearing a costume modeled after the incarnation of the Joker played by Heath Ledger in The Dark Knight.