Within our political history—indeed the political history of just about every country—is a subsection replete with tales of political smear jobs, dirty tricks and shady shenanigans big and small.

Political operatives of all stripes are always on the lookout for anything they can find to make the candidate on the other side look bad. They watch every word published, every TV and radio appearance, every photo taken, looking for ammunition.

They dive into private matters as far back as they have to go, hoping to find something. Maybe a long-term love affair or just a one-n...

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