Milhouse Van Houten
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Milhouse Van Houten is Bart Simpson's best friend, and is most distinctive for his extreme nearsightedness requiring thick glasses to correct. He is constantly led into trouble by the wilder Bart who is not shy about taking advantage of his naïve and trusting friend.
Milhouse harbors a hopeless crush on Bart's younger sister, Lisa. However, the nature of his sexual orientation is actually left rather ambiguous, as the running joke about Milhouse is that he's gay. (Lisa thinks of him "more like a big sister."). When Homer fears that Bart may also be gay in one episode, his fears are exacerbated by finding Bart and Milhouse wearing dresses, jumping up and down on a bed, and singing "Sisters are Doing it For Themselves." Another episode saw an event where the school counselor accidentally revealed that he had assessed Milhouse to be gay.
It is rumored that Milhouse was based on the famous "Paul" on the show The Wonder Years, as well as Milhouse's mother and father. He was named for Richard Nixon (whose middle name was Milhous) and, apparently, Charles Manson follower Leslie Van Houten.