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Did Mr. Monopoly ever have a monocle?

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The most likely explanation for this widespread confusion is the existence of another popular monocle-wearing mascot who shares many traits with Pennybags (the cane, the top hat, the air of douchiness), but has two important differences: One, he does have a monocle. Two, he's a fucking mutant peanut. read more

No, Rich Uncle Pennybags, as the Monopoly game's mascot is also known, was never depicted with a monocle. The character first appeared on Chance and Community Chest cards in U.S. editions of Monopoly in 1936. read more

The Monopoly Man Never Had A Monocle You know Rich Uncle Pennybags, the Monopoly man -- white mustache, top hat, tuxedo, cane, monocle, unearned sense of smug superiority. He's downright iconic. read more

No, Rich Uncle Milburn Pennybags never had a monocle. He is pictured several times in The Monopoly Companion by Phil Orbanes, a former vice president of Parker Brothers, and Pennybags never wears a monocle. read more

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