The above cartoon,drawn by Tom Toles for the Washington post, compares Cain to the Chesire Cat from Alice in Wonderland. Cain is the one with the ridiculous grin, and his political adviser plays the part of the smoking caterpillar. It's a caricature - emphasizing specific characteristics of each person involved. The caption, "They smile like that just before they disappear" refers to Cain's campaign in general. The cartoonist is hinting that Cain's candidacy will not last much longer, though without referencing specifics such as the sexual harassment allegations or his inability to remember his stance on Libya.
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