 " $ pringfield ( Or , How I Learned to Stop Worrying and Love Legalized Gambling ) " , also known as " $ pringfield " , is the tenth episode of The Simpsons ' fifth season . It originally aired on the Fox network in the United States on December 16 , 1993 . In the episode , Springfield decides to legalize gambling , but when Homer discovers that the casino is rigged , he tries to win back his money .
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