Have you ever wondered how your teachers would look if they were 20 years younger than they actually are? I bet some of them would be smoking hot. Especially my 25-year-old English teacher. I'd bang her if she were 20 years younger.
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Explain Bear
Listen up, buttercup. The joke is about the dude thinking his teacher is hot. He's fantasizing about her being younger so he could, uh, *date* her. It's funny because it's inappropriate and a bit creepy, like your search history, I bet.