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Fun:Puerto Rico

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Looks quite similar to the flag of Cuba, doesn't it?
This is an island surrounded by water. Big water. Ocean water.
Donald Trump
The Puerto Ricans forming the ranks of the gallant 65th Infantry on the battlefields of Korea … are writing a brilliant record of achievement in battle and I am proud indeed to have them in this command. I wish that we might have many more like them.
—General Douglas MacArthur during the Korean War.[1]

Puerto Rico is an unincorporated United States territory that was won from Spain in after a splendid little conflict known as the Spanish-American War. And Spain had previously taken Puerto Rico from the natives. In spite of having over twice the population of Hawaii, which joined the Union at around the same time, it's still not yet a state. Reasons for why this is the case range from "it's too poor and they'll have to pay income taxes" to, strangely enough, "they aren't Americans",[2] while in reality, it's quite likely this is related to its strong support for the Democrats. The region and country are divided between statehood, independence, or status quo.