| 1. | Were dragons ever real? How do you know? |
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| 2. | What do Hiccup and the other boys have to do in order to become full members of the Tribe of Hairy Hooligans? |
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| 3. | Why does Hiccup know more about dragons than anyone else? |
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| 4. | How do you catch your first dragon if you’re a Viking like Hiccup? |
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| 5. | Why do you think Gobber decided that Hiccup would be in charge of the dragon-catching expedition? |
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| 6. | How many parts are there to the Dragon Initiation Test? |
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| 7. | How did Hiccup get his dragon? What was extraordinary about it? |
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| 8. | What is Fate? |
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| 9. | How did Toothless get his name? |
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| 10. | Why did Hiccup have to challenge Snotlout for the Monstrous Nightmare? |
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| 11. | Who wrote the “original” How to Train Your Dragon, and where did Gobber steal it from? |
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| 12. | What is Professor Yobbish’s first and last rule of dragon training? Why might this method not work so well? |
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| 13. | Who is Old Wrinkly? |
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| 14. | Why is dragon-watching considered nerdy or geeky on Berk? How does Hiccup’s geeky hobby come in handy? |
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| 15. | Why should one learn to speak Dragonese in order to properly train their dragon? |
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| 16. | What simple commands are each of the boys expected to teach their dragons before the D.I.T.? |
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| 17. | What do dragons eat? |
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| 18. | What color are Toothless’s eyes? |
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| 19. | What is the name of Hiccup’s cat? |
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| 20. | Why did Hiccup have so much trouble training Toothless? |
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| 21. | Which of Hiccup’s possible training methods worked? Why? |
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| 22. | Is Toothless really a special kind of dragon called a Toothless Daydream? |
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| 23. | What did Fishlegs name his dragon? Why? |
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| 24. | Who are the Hairy Hooligans and the Meatheads? |
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| 25. | How did Toothless start a dragon fight at the initiation test on Thor’s-day Thursday? |
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| 26. | Why were all 20 of the boys exiled from Berk? |
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| 27. | How did the sea dragons come to Berk? |
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| 28. | How did the Vikings attempt to get rid of the big green sea dragon? Why didn’t it work? |
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| 29. | How did Hiccup get un-banished? |
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| 30. | Where had the Green Death heard Hiccup’s name before? |
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| 31. | What did the Green Death call Hiccup? Why? |
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| 32. | What was Hiccup’s Fiendishly Clever Plan to get rid of the Green Death and the Purple Death? Did it work? |
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| 33. | Why did Fireworm and the other dragons decide to desert the Vikings? |
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| 34. | Describe the inside of the Green Death’s mouth. How did Hiccup escape? |
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| 35. | What do you think made Toothless go after Hiccup when the Green Death ate him? |
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| 36. | What happened to the Green Death? |
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| 37. | How can you tell when a sea dragon is dead? |
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| 38. | What happened to Toothless? How did he survive his hero’s funeral? |
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| 39. | How did Hiccup become Hiccup the Useful? |
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| 40. | How is the book different from the movie? Which did you like better, and why? |
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