100 Fun and Engaging Questions for Intermediate English Students

Whether you’re teaching in the classroom or running online ESL sessions, having a toolkit of creative, conversation-starting questions can make all the difference. These 100 questions are perfect for intermediate English students, helping them build fluency, confidence, and vocabulary while having fun.


Why Use Open-Ended and Creative Questions?

Asking students fun, personal, and hypothetical questions encourages natural communication. These questions help learners:

  • Practice grammar and sentence structure
  • Use new vocabulary in context
  • Express ideas and opinions
  • Develop creative thinking skills

100 Questions to Spark English Conversations

Personal & Opinion Questions

  1. What is your favorite day of the week and why?
  2. Describe your best friend in three words.
  3. What is your favorite meal of the day?
  4. Would you rather be able to fly or be invisible?
  5. What is your favorite month of the year?
  6. If you could be any animal, which one would you be?
  7. What are you most afraid of?
  8. What is something you are really good at?
  9. Who is someone you admire and why?
  10. If you could change one thing about your city, what would it be?

Hypothetical & Creative Thinking

  1. If you found a magic lamp, what three wishes would you make?
  2. If you could invent a new color, what would you call it?
  3. Imagine you opened a zoo. What animal would be your star attraction?
  4. If you could teleport anywhere right now, where would you go?
  5. If your pet could talk, what do you think it would say?
  6. If you could live underwater, would you? Why or why not?
  7. Would you rather have a robot assistant or a flying car?
  8. What would happen if it snowed every day?
  9. If you could visit the moon, would you go?
  10. If you could only eat one food for a month, what would you choose?

Grammar & Vocabulary Practice

  1. What is the opposite of “easy”?
  2. What is the plural of “mouse”?
  3. Which verb form is correct: “He (go/goes) to school every day”?
  4. Name three adjectives that describe a person.
  5. What is the past tense of “teach”?
  6. What do you call a person who plays soccer professionally?
  7. Find the mistake: “She can sings very well.”
  8. What is a synonym for “funny”?
  9. What is the difference between “they’re”, “their”, and “there”?
  10. What do we call a place where we buy medicine? (pharmacy)

“Would You Rather” – Quick Conversation Starters

  1. Would you rather live in a very hot place or a very cold place?
  2. Would you rather have the ability to read minds or to see the future?
  3. Would you rather be a famous singer or a famous actor?
  4. Would you rather explore space or the deep ocean?
  5. Would you rather live without music or without movies?

Daily Life and Hobbies

  1. What do you usually do after school or work?
  2. Do you prefer online shopping or shopping in stores? Why?
  3. What is your favorite sport to play or watch?
  4. Name a hobby you would like to learn.
  5. How do you celebrate your birthday?

Travel and Culture

  1. Name one country you would like to visit and explain why.
  2. What is something traditional in your country?
  3. What is the most beautiful place you have ever seen?
  4. Would you prefer a beach vacation or a city vacation?
  5. What are three things a tourist should know before visiting your country?

Fun and Random

  1. What superpower would you like to have?
  2. What is your dream job?
  3. If you wrote a book, what would it be about?
  4. What cartoon or animated movie do you still love?
  5. If you could have any animal, real or imaginary, as a pet, what would you choose?

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