DUMBO (1941)
When Dumbo and Timothy Q. Mouse find themselves up a tree after a pink-elephant bender, they encounter five wisecracking blackbirds, who are clearly African-American caricatures from the period, right down to their flashy dress. The gang's leader is even named ... Jim Crow. You'd hope such crass depictions wouldn't exist today, but then again, there was Jar Jar Binks. —Jeff Labrecque
Image Credit: Disney/Everett Collection
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We'll soon see how far Sacha Baron Cohen goes as ''The Dictator''; in 2012, though, it's difficult to imagine any film could cross certain lines as casually as did these hits of the past
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