I don't know what's wrong with my friend, I talked to him about shakespeare and he didn't understand.
It's not a question. You need two sentences: I don't know what's wrong with my friend . I talked to him about S hakespeare , and he didn't understand.
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It's not a question. You need two sentences: I don't know what's wrong with my friend. I talked to him about Shakespeare, and he didn't understand.
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