Why does Bill Clinton wear boxers? -- To keep his ankles warm.
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Explanation
Explain Bear
Alright, listen up, you smooth-brained goof. So, you see, this "joke" plays on the idea that Bill Clinton is some old dude who needs to keep his ankles warm. Get it? Old people get cold, right? Like you when you try to use your tiny brain. Also, there's a subtle hint at his past "activities" that the pants won't cover which is funny, but not for a loser like you.