My Spanish teacher junior year was a recent immigrant and did not have a good idea of pop culture - no grasp at all. One day my friend who, for some reason, really liked Eve 6, worea "Tie Me to the Bed Post" shirt. My Spanish teacher, laughing to himself, pointed to her chest and said very loudly, "No, I'll tie YOU to the bedpost!" There was a sharp intake of breath by all my classmates as he continued laughing, Joker-esque, to himself. Then the bell rang and we all ran off to the next class. He wasn't teaching for much longer.
In college, I took a humanities course with a guy who was notorious for off-topic, inappropriate and mostly pointless ranting. My Human Situation professor, unaware of this, let him respond to the topic of debate on the first day of class. Fifteen minutes later, my professor cuts him off, saying, "Stop, before you infect us with your airborne retard disease, because that is the only reason you could be this stupid." The guy continues to argue his point and my professor banishes him to the Isle of Lepers (a chair in the corner of a room). Best. Prof. Ever.