Yo mama so old that she knew "The Outsiders" when they were "The Insiders."
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Explanation
Explain Bear
Listen up, buttercup. The joke is about how old yo mama is. "The Outsiders" is a book (and movie), but before they were the "Outsiders," they were the "Insiders." It's like saying she's so old she knew them before they were famous. Get it? You probably don't since you are as dumb as the person who wrote this joke.