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Yo, why do they want the Caribbean? They already have P.R. and they treat it like an S.T.D. they're ignoring.
They want more people to treat like shit.
Earth isn't enough?
I kind of get the feeling Trinidad and Tobago might be open to the idea. /joke
The US invaded Dominican Republic in the 1960s, and they passed on a serious offer to acquire Cuba (sometime before Bautista and Castro).
I think the overseas territories on this map are basically everything the US held at any time, and the stuff they could conceivably have held onto.
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