50 Best Speed Dating Questions to Ask (Fun, Flirty & Meaningful)

Speed dating is fast-paced, exciting, and a great way to meet new people — but when you only have a few minutes per date, knowing what to ask really matters. The right speed dating questions can break the ice, spark genuine conversation, and help you quickly work out whether there’s real chemistry.

To help you make the most of every mini-date, we’ve put together 50 of the best speed dating questions to ask, from fun icebreakers to deeper, more meaningful prompts. Whether you’re heading to your first speed dating event or you’ve done it before, these questions will help conversations flow naturally — without awkward silences or forced small talk.

How to Use These Speed Dating Questions

You don’t need to ask every question on this list, in fact, it’s better not to. Most speed dating dates last 4–5 minutes, so aim for 2–3 good questions per person and let the conversation develop naturally.

Start with a light icebreaker, then follow up based on their answer rather than rushing to the next question. The goal isn’t to interview your date, but to create a real connection. Choose questions that feel natural to you, listen actively, and don’t be afraid to share your own answers too.

The way you ask questions and respond also plays a big role in how you’re perceived — body language, tone, and first impressions all matter just as much as the words you choose. You can learn more about this in our guide to the psychology of first impressions in speed dating.

Speed Dating Questions to Break the Ice and Build Connection

1. What’s your idea of a perfect weekend?
   This helps you understand how they like to spend their free time, adventurous, relaxed, or somewhere in between.

2. If you could have dinner with any famous person, living or dead, who would it be and why?
   A great way to uncover interests, inspirations, and a sense of humour.

3. What’s the best holiday you’ve ever been on?
   Travel stories often lead to easy, engaging conversation.

4. What would your dream job be if you could do anything?
   Reveals ambitions, values, and passions.

5. What’s something you’ve always wanted to try but haven’t yet?
   Perfect for uncovering bucket-list dreams.

6. Are you more of an early bird or a night owl?
   A playful way to talk about lifestyle compatibility.

7. What’s your favourite way to spend a Sunday afternoon?
   Gives insight into how they unwind.

8. If you could live anywhere in the world, where would it be?
   Opens up discussions about lifestyle and culture.

9. What’s the most spontaneous thing you’ve ever done?
   Often leads to fun or surprising stories.

10. Do you prefer sweet or savoury food?
    A light question that can lead to favourite meals and restaurants.

Light-Hearted and Fun Speed Dating Questions

11. What’s the worst date you’ve ever been on?
    Shared dating stories often break the ice quickly.

12. If you could have any superpower, what would it be?
    Reveals imagination and personality.

13. Dogs or cats?
    Simple, but surprisingly revealing.

14. What’s your go-to karaoke song?
    A fun way to talk about music tastes.

15. If you won the lottery tomorrow, what’s the first thing you’d do?
    Offers insight into priorities and values.

16. What’s your most embarrassing moment?
    Often leads to laughter and relaxed conversation.

17. What’s your guilty-pleasure TV show?
    Easy pop-culture connection.

18. Do you have any hidden talents?
    You might be surprised by the answer.

19. If you could switch lives with someone for a day, who would it be?
    Sparks imaginative conversation.

20. If you were an ice-cream flavour, which one would you be?
    Quirky, fun, and memorable.

Deeper, Thought-Provoking Speed Dating Questions

21. What’s one thing you’re really proud of?
    Reveals values and achievements.

22. What’s the best advice you’ve ever received?
    Often leads to meaningful discussion.

23. What’s something you’re currently working on improving about yourself?
    Shows self-awareness and growth.

24. How would you describe yourself in three words?
    A great insight into self-perception.

25. What’s the most important quality you look for in a partner?
    Direct and revealing.

26. How do you define success?
    Opens discussion around goals and values.

27. What are you most passionate about?
    Passion is attractive and memorable.

28. What’s your biggest fear?
    A more vulnerable question, best used when the conversation feels right.

29. If you could change one thing about the world, what would it be?
    Reveals worldview and priorities.

30. What’s one life lesson you’ve learned the hard way?
    Personal stories often build strong connections.

Quick and Fun “This or That” Questions

31. Coffee or tea?

32. Beach or mountains?

33. Netflix or a night out?

34. Text or phone call?

35. Winter or summer?

36. Cooking or takeaway?

37. City or countryside?

38. Adventure sports or relaxing on the beach?

39. Books or movies?

40. Sunrise or sunset?

Closing the Conversation with Thoughtful Questions

41. What’s one thing you’ve always wanted to learn?

42. What’s your favourite childhood memory?

43. What’s the kindest thing someone has done for you?

44. How would your best friend describe you?

45. If you could change one thing about yourself, what would it be?

46. What’s the most adventurous thing you’ve done?

47. What do you think is the most important thing in a relationship?

48. What’s the last book you read or show you binge-watched?

49. How do you usually spend your holidays?

50. What’s your ultimate goal in life?

Frequently Asked Questions About Speed Dating Questions

What makes a good speed dating question?
A good speed dating question is open-ended, easy to answer, and encourages conversation rather than yes/no responses.

How many speed dating questions should I prepare?
Around 10–15 is ideal. You won’t ask them all, but it helps you feel confident and prepared.

Should speed dating questions be fun or serious?
A mix works best, start light, then go deeper if the conversation feels natural.

Speed dating can feel nerve-wracking, but with the right mix of fun and thoughtful speed dating questions, you’ll be well prepared to create meaningful, memorable conversations.

Want to put these questions into practice?
👉 Reserve your seat at True Dating’s next speed dating event and meet like-minded singles in a relaxed, welcoming setting.