A phrase popular among first year Latin students, the phrase means "always wear underwear." The literal translation is "always where under where."
Pope: "Hey...did you hear what those American's said? "
Cardinals, yawning: "No, holiness."
Pope: "Semper Ubi Sub Ubi."
Cardinals: "Semper...always where under where...underwear! Ha, you've gotten us again holiness. You damn trickster! "
Urban Dictionary
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