Funny Conversation Starters: 60 Questions

Save time preparing your ESL conversation lessons, try these funny conversation starters. Need a warm-up activity? Looking for something different and fun? No problem, share your screen if you teach online or use a projector when teaching in the classroom. You can also download the PDF and print the questions.

This extensive list of funny conversation starters was compiled from various sources and not primarily targeted at ELT learners. The questions are authentic, not taken from a textbook, and enable students to have real, authentic conversations.

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60 Funny Conversation Starters for ESL Students

1 What is the worst advice you have given?

2 If you were in a circus, which character would you be?

3 Have you ever stalked someone on social media?

4 What is the best part about taking a selfie?

5 What is your favorite celebrity scandal?

6 What is one thing you should never say at a wedding?

7 What is the worst pickup line you have ever heard?

8 Did you have an imaginary friend? What was his/her name?

9 Have you ever had a dream where everyone was in their underwear?

10 Who’s your favorite comedian?


Funny conversation starters

11 Have you ever been on a blind date?

12 If you could only store one type of food in your pocket, what would you carry?

13 What is the worst present you have ever received and why?

14 If you were a farm animal, who would you be and why?

15 What is the worst first date you have ever been on?

16 If you could do anything illegal without getting caught, what would you do?

17 What is the weirdest food combination you’ve ever tried?

18 Do you remember what you were doing on the 21st of December, 2018?

19 Tell me an embarrassing, yet funny story.

20 What is the funniest joke that you know?

21 What would your dream job combination be? Mine would be a space-cowboy!

22 What’s the weirdest smell you have ever smelled?

23 What is the weirdest thing you are afraid of?

24 If animals could talk, which animal would be the rudest?

25 If a squirrel could talk, do you think it would have a really high voice or a really low voice?

26 What would be the absolute worst name that you could give your child?

27 What movie completely changes its plot when you change one letter in its title?

28 What is something that hasn’t happened yet, but would certainly break the internet?

29 What is the silliest way that you’ve been injured?

30 What quote or saying do people often say, but you believe is complete trash?


31 What was the funniest thing you’ve seen recently online?

32 What makes you laugh?

33 What is the weirdest thing that you have ever eaten?

34 What is a funny excuse that you have given to leave a party early?

35 What old person tendencies do you have?

36 What did you think was cool as a kid, but isn’t actually cool now?

37 What makes you smile without fail?

38 What is the craziest dream you’ve had?

39 Do you think you’d survive a zombie apocalypse? Why or why not?

40 What was your worst fashion disaster?


41 If you had to change your name to something totally new, what would be your new name?

42 If you had to name a chapter in your life right now, what would it be called?

43 What would the book about your life be called?

44 What was the last thing that you did for fun?

45 What part of a kid’s movie completely scarred you when you were younger?

46 What’s the weirdest thing that a guest has done at your house?

47 If you could start a secret society what would it be called?

48 What movie should be made into a musical?

49 Which animal would be super cool if it was made into the size of a horse?

50 If you could design a new ice cream flavor what would be in it?


51 What would you name your boat if you had one?

52 If the color blue had a smell, what would it smell like?

53 What is a magical power that you wish you had?

54 If you had an extra part of your body what would it be?

55 If you were a candy bar what candy bar would you be?

56 What is something that you love that everyone else thinks is gross?

57 What is the weirdest habit that you have?

58 What was your favorite cartoon as a kid?

59 What celebrity would you trade lives with?

60 What fairytale story would you like to be in?


Download 60 Funny Conversation Starters.

Other resources:

ESL Vocabulary Activity Based on Taboo: Food

Unfinished Sentences ESL Speaking Activity

ESL Role Play Worksheet: Travel/Holidays

12 ESL Negotiation Role-plays: Real-life situations

Conversation Starters: 30 Interesting Conversation Questions Not Only For ESL Students

Conversation Starters: 30 Interesting Conversation Questions Not Only For ESL Students

These interesting and deep conversation starters are not only intended for ESL students but also for everyone who would like to start chatting with a stranger, neighbor, colleague, someone they fancy, partner, friend.

No matter how well you know somebody, these deep conversation starters will help you connect with them even more. You will get to know them better, and at the same time, you will learn something about yourself.

This activity contains 60 questions and a YouTube video, so students can practice listening as well as speaking.

Reccommeded for ages 16+ and B1+

The slideshow can be used as a resource for online teaching: share your screen on Zoom or another app when teaching online. Click on the full-screen option in the top right corner of the slideshow and your whole group can discuss or if you want to use the activity in smaller groups, assign your students into breakout rooms and send them the PDF with the conversation questions before your lesson. During the lesson, pop into the breakout rooms to listen in and observe.

The questions for this activity are used with the kind permission of C.B. Daniels of Conversation Starters World.

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30 Deep Conversation Starters

  1. If you could learn the answer to one question about your future, what would the question be?
  2. What smell brings back great memories?
  3. If you opened a business, what kind of business would it be?
  4. Where and when was the most amazing sunset you have ever seen?
  5. What is something you are obsessed with?
  6. What do you do to get rid of stress?
  7. What three words best describe you?
  8. What would be your perfect weekend?
  9. Who had the biggest impact on the person you have become?
  10. What is the most annoying habit someone can have?
  11. Where is the most beautiful place you have been?
  12. What do you do to improve your mood when you are in a bad mood?
  13. What’s your favorite way to waste time?
  14. What do you think of tattoos? Do you have any?
  15. What is something popular now that annoys you?
  16. When was the last time you worked incredibly hard?
  17. Who in your life brings you the most joy?
  18. Are you very active, or do you prefer to just relax in your free time?
  19. What’s the best / worst thing about your work/school?
  20. If you had intro music, what song would it be? Why?
  21. What were you really into when you were a kid?
  22. If you could have any animal as a pet, what animal would you choose?
  23. Are you a very organized person?
  24. What is the strangest dream you have ever had?
  25. How often do you stay up past 3 a.m.?
  26. Which is more important, having a great car or a great house? Why?
  27. What do you bring with you everywhere you go?
  28. If you had to change your name, what would your new name be?
  29. What is something that really annoys you but doesn’t bother most people?
  30. How should success be measured? And by that measurement, who is the most successful person you know?

Watch a video with 25 deep questions

Another activity you can do with your students is to watch a video with 25 questions similar to the questions above. These, as you will find in the video, are used in therapy and can help you to get to know people on a deeper level.

It’s a ten-minute video and it’s divided into chapters so when you click on a chapter you will see the particular question he is answering and the questions will also appear in the video, so you can pause the video and students can discuss it, either individually or in groups.

Other speaking resources:

Conversation Questions: Present Perfect and Past Simple

ESL Conversation Topics: 12 Mini Presentations

50 ESL Conversation Questions for Teenagers and Adults

Conversation Questions Gerunds and Infinitives: ESL Speaking Activity

Phrasal Verbs Activity and Exercises, Conversation Questions and PDF Worksheet

Conversation Questions: Future Tenses

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