40 Fun Icebreakers: Questions
 to Help Your Friends Have Fun

Fun icebreakers - a hello sign Thanks to these fun icebreakers, you can say hello to those moments…

…when you’re trying to get to know your friends better, but don’t know what to ask.

This is helpful, especially, if you’ve lost touch with people, are new to each other or are tired of asking the same ol’ stuff.

Check out these 3 short tips, for the best question-asking:

1 Best played as dinner conversation, with wine or chilling out

  • This way, it feels more natural.
  • Everyone will be in the mood and so will be more open.
  • Any other way of using will feel forced and off-putting.

2 Entertaining a few friends? Make it a group game

  • Print/write out the questions, cut into strips and shuffle in a bowl.
  • Everyone takes it in turn to throw a dice.
  • Highest number rolled takes a strip and asks everyone the question.

3 Entertaining only one or two friends?

  • Just slip your questions into conversation playfully. Alcohol can help.

Make sure you avoid making it feel like an interview.

Also, make sure everyone gets to take turns with the question-asking. More fun that way.

Fun icebreakers: focusing on things you enjoy doing

1. What was the best job you’ve ever had? And the worst?

2. What’s the best vacation you’ve EVER taken?

3. What’s the most recent movie/book that you’ve seen/read?

4. Tell us about your first kiss.

5. What’s your favorite town/city in the world? Why?

6. Share with us a fun experience you’ve had recently.

7. Sing a few lines of a song you love. (Don’t tell them the name; let them guess)

8. Tell us your earliest childhood memory.

9. What’s your favorite sport or physical activity?

10. What’s your favorite dish to cook for friends? For just you?

11. Describe the best museum/gig/play/game you’ve ever been to.

12. What’s the worst haircut you’ve ever had?

Fun icebreakers: focusing on your life philosophy

13. What’s your morning ritual like?

14. How do you like to spend a rainy day?

15. Describe your own outlook on life in six words.

16. Can you share one quote or saying you love, that keeps you going in life?

17. If you could invite four famous people to dinner, who would you choose and why?

18. If you could replay a fun (or deep or big) moment in your life, what would you choose?

19. What would be a perfect afternoon for you?

20. Describe one past action (big or small) you took to improve the quality of your life.

21. Which person in your life do you most admire? Why?

Fun icebreakers that press your buttons

22. If you were mayor for the day, what three things would you change about your city?

23. Describe the most terrifying situation you’ve ever been in.

24. If you could go back in time and change history, what would you change? Why?

25. What’s the most anti-establishment thing you’ve ever done?

26. What would you do in life if you knew you couldn’t fail?

27. If you saw someone getting mugged in the street, what would you do?

28. Describe one experience you’ve had where you took a huge leap of faith.

29. What was one new experience you tried that, at the time, was completely unknown or uncomfortable to you?

30. Describe a real-life situation where you stood up for someone/something.

Fun icebreakers that reveal something new about you

31. Who were two role models you looked up to as a kid?

32. The last outlandish/wild thing you did – tell us about it.

33. What’s the naughtiest present you’ve ever received?

34. What three things do you love about your friends? And three you could do without?

35. What is your favorite smell? What memory does it remind you of?

36. What’s one favorite thing you do by yourself?

37. Share one bizarre encounter you’ve had in life (could be at work, personal, from travel, with friends).

38. Share one thing you didn’t understand about the world when you were a kid.

39. Describe an embarrassing moment you’ve had.

40. Share a personal fact no one would ever guess about you.

Image: Ray Larabie

Creative Party Ideas for Busy Urban Seekers