| 1. | Do you like Winter? Why or why not? |
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| 2. | Do you think the characters and the story are realistic? |
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| 3. | Why does Midnight keep rejecting Winter? |
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| 4. | Do you think Winter is smart? Is she someone you would admire? |
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| 5. | Many movies, books and music glamorize the kind of life Winter leads. Sister Souljah says she wanted Coldest Winter Ever to demonstrate just how unglamorous the gangsta/drug kingpin lifestyle really is. Did she succced?
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| 6. | Why did Sister Souljah write herself into the story as a character? |
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| 7. | What does Santiaga (Winter's father) think a man's role in life should be? Do you agree or disagree? |
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| 8. | What does Winter's mother think a woman's role in life should be? DO you agree or disagree? |
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| 9. | Did the ending surprise you? Why or why not? |
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