This is a brilliant strip. Lucy's ludicrous winning streak inflates bizarrely into megalomania, and all Charlie Brown can do is close his eyes in dismay. Sublimely silly!
June 17, 1953
Well at least he's charitable about it. Why should he deny Lucy the experience of winning another game of checkers?
I think the key words here are "I'll never be happy.." Check out the look on Lucy's face.
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