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Tightwad, Missouri

Many of the towns on this list were named after the people who founded it or the people who made a bit impact on the town - and the town of Tightwad in Missouri is no different. But this town wasn't founded by Mr. Tightwad. It was actually named after an unfortunate interaction between a postmaster and a local farmer, when the farmer promised the postmaster a melon but then sold it to another person before he could fulfill the deal.

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The postmaster was reportedly so irritated by the interaction (and the tight nature of the farmer) that he decided to rename the town Tightwad. Amazingly, most people love the name.