This past March, when a bunch of cardinals from around the globe convened at the Vatican to pick the new pope, a German guy named Ralph Napierski managed to bluff his way inside just by wearing a bishop outfit he had clearly assembled from a dusty hope chest full of his mother's old clothing 10 minutes before leaving his house. Napierski's master deception consisted of a cassock that was too short for him, a purple women's scarf tied around his waist in place of the traditional bishop's vestment, and a fedora instead of one of those colored holy skullcaps that literally every member of the church's upper hierarchy would be wearing on such an occasion. This would be like showing up at the Pentagon wearing an extra-small Coast Guard uniform and a bowler hat.
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Further proof that men in fedoras should be avoided at all costs.
He posed for photos in St. Peter's Square alongside tourists and other actual high-ranking clergymen before strolling through a heavily guarded checkpoint using nothing but his slapdash thrift store disguise and an alleged membership in the Italian Orthodox Church, which is a church that doesn't actually exist.
In the Vatican's defense, there were over a hundred other cardinals milling around. It's probably pretty tough to spot an impostor amid all that ordained finery. However, we hasten to point out that one of the aforementioned attempts on Pope John Paul II's life was made by a man who was dressed like a priest. This should be something that every Vatican guard specifically watches for, not some so-crazy-it-just-might-work idea that takes them completely by surprise.
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"OK, guys, 'Let God sort them out' is not a valid vetting strategy."