Wendell Willkie, the Republican opponent to President Franklin Roosevelt in 1940, released a particularly inventive series of Anti-FDR campaign pins, all of which derided the President in particularly blunt terms.
Criticizing everything from first lady Eleanor to FDR's unprecedented run for a third term, Willkie used nearly every bit of dirt on Roosevelt that was at his disposal -- even insinuating and a third term was the equivalent of the Third Reich and the Communist Third International.
