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Fidel Castro offering to send election observers to the US in 2004.
In the same vein, Joseph Broz Tito sending a letter to the Kremlin addressed to Stalin to stop sending assassins, because they always bungled their ops. He added “If you do, I’ll send one to Moscow and I won’t have to send a second”.
Stalin left him the fuck alone after that.
Tito smoking Cuban cigars in the White House while sitting down with Nixon is also hilarious.
Nixon told him, “Mr. President, we don’t smoke in the White House.”
Tito laughed and said, “Lucky you!” and finished his cigar and no one attempted again to make him stop.