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When you are in a frustrated situation where your point is not getting across or when you are being misunderstood.
I told the dude five times about the same doggone thing!! My head hurt!
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When someone says something stupid or idiotic that you don’t know what to says
Sally: “Japan is a continent”
Jeffery: “My head hurts”
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“Mysteries make my head hurt” is a phrase uttered by retired Detective Joe Kenda of the Colorado Springs PD on his show on ID.
All the suspects have come up with alibis. Mysteries make my head hurt. We have to start from scratch. Back to the scene of the crime to question additional witnesses.