Share This Article
First dates can be exciting, nerve-wracking, and full of possibilities. Whether you’re meeting someone new through an app, a setup, or a chance encounter, the first date is a crucial time to get to know one another. But what do you talk about? How do you avoid those awkward silences?
Don’t worry; I’ve got you covered. In this blog post, I’m going to share 50 good questions to ask on a first date that will help you break the ice, keep the conversation flowing, and maybe even score a second date.
But before we dive into the questions, let’s chat about some first-date tips to help you make the best impression possible.
First Date Tips
1. Be Yourself (But Maybe the Best Version of Yourself)
It’s tempting to put on a bit of a show on a first date, but authenticity is key. Let your personality shine through—after all, you want your date to like you for who you are. That said, it doesn’t hurt to leave your more eccentric quirks at home until date two or three.
2. Pick a Comfortable Setting
Choose a venue where you can actually talk and get to know each other. A cozy café, a casual restaurant, or a scenic park can be great choices. Skip the loud clubs or a movie (at least for the first date)—you can’t have a conversation if you’re shouting or staring at a screen.
3. Be Curious, But Not an Interrogator
Asking questions is great, but remember, it’s a conversation, not an interview. Share about yourself too and respond to their answers with interest and enthusiasm.
4. Keep Things Light and Positive
While it’s important to be honest, the first date might not be the best time to delve into heavy or controversial topics. Keep things upbeat and save the deeper conversations for later.
5. Mind Your Manners
This one’s simple but often overlooked. Being polite and considerate goes a long way—small gestures like holding the door, saying “please” and “thank you,” and making eye contact can make a big difference.
6. Relax and Have Fun
At the end of the day, dating should be enjoyable. Don’t put too much pressure on yourself or your date. If it doesn’t work out, that’s okay—there’s always the next one!
Now that you’re armed with these tips, let’s get into the fun part—questions that will make your first date memorable (in a good way).
Ice-Breaker First Date Questions
1. What’s your go-to comfort food?
A simple way to ease into the conversation and who doesn’t love talking about food?
2. What’s the best vacation you’ve ever been on?
This question can reveal a lot about their interests and sense of adventure.
3. Do you have a favourite book or movie?
A classic question that can lead to discussions about interests and passions.
4. Are you more of a morning person or a night owl?
Get a sense of their daily rhythm and lifestyle.
5. What’s something you’re really passionate about?
An opportunity for them to light up about something they love.
6. What’s your favourite way to spend a weekend?
Learn about their hobbies and how they like to unwind.
7. Do you have any pets?
Pet people love talking about their furry (or scaly) friends!
8. If you could learn any new skill instantly, what would it be?
This opens up fun possibilities and gives insight into their interests.
9. What’s your favourite thing to do in the city?
A great way to find out about their local haunts and interests.
10. What’s the most interesting thing you’ve read or seen lately?
This can lead to a fascinating conversation about current events, trends, or media.
Funny First Date Questions
11. What’s the most ridiculous fact you know?
Get ready for a laugh and maybe learn something quirky.
12. If you could only eat one food for the rest of your life, what would it be?
A light-hearted and amusing way to discuss favourite foods.
13. What’s your most embarrassing moment that you’re willing to share?
Sharing a funny or awkward moment can help break down barriers.
14. If you could have any superpower, what would it be?
A fun question that can reveal childhood dreams or hidden desires.
15. What’s the weirdest thing you’ve ever eaten?
This can lead to some interesting (and possibly hilarious) stories.
16. Do you have any funny nicknames?
A playful way to dive into personal stories.
17. If you were a character in a movie, what genre would it be?
This opens up fun possibilities and a chance to imagine alternate realities.
18. What’s the silliest fear you have?
Talking about quirky fears can lighten the mood.
19. What’s your guilty pleasure TV show?
Everyone has one, and it’s a great way to bond over shared indulgences.
20. If you could be famous for something ridiculous, what would it be?
A humorous way to explore imaginative ideas.
Flirty First Date Questions
21. What’s something you find really attractive in a person?
A subtle way to gauge their interests and maybe even drop a compliment.
22. Do you believe in love at first sight?
A classic romantic question that can reveal their take on love.
23. What’s your idea of a perfect date?
Use this intel to plan future dates—if things go well!
24. What’s your favourite way to be surprised?
Get to know their likes and preferences in a flirty way.
25. What’s your favourite physical feature about yourself?
A fun way to give them a chance to highlight what they love about themselves.
26. If we were stuck on a deserted island together, what do you think would happen?
A playful question that can lead to some creative and flirty answers.
27. Do you think opposites attract?
Find out if they believe in this classic romantic notion.
28. What’s the best compliment you’ve ever received?
A great way to make them feel good and learn what they value.
29. What’s the most romantic thing you’ve ever done or would like to do?
Perfect for setting a flirty, romantic tone.
30. What’s your biggest turn-on?
A bold question, but one that can lead to an interesting and flirty conversation.
Deep and Meaningful Questions
31. What’s something you’ve always wanted to do but haven’t yet?
Dive into their bucket list and future aspirations.
32. What’s a lesson you’ve learned the hard way?
A thoughtful question that can reveal personal growth and experiences.
33. How do you define success?
Get insight into their values and what drives them.
34. What’s your biggest fear?
A deep question that can create an intimate moment of sharing.
35. What’s the most important quality you look for in a friend or partner?
Find out what they value most in relationships.
36. What’s a cause or issue you’re passionate about?
A meaningful way to understand their beliefs and what they stand for.
37. What’s a memory that makes you smile every time you think of it?
Share a nostalgic or cherished moment for some deeper connection.
38. If you could change one thing about your past, what would it be?
A reflective question that can lead to a profound discussion.
39. How do you handle stress or tough situations?
Understand their coping mechanisms and how they navigate challenges.
40. What’s the most important lesson life has taught you so far?
A question that invites wisdom and introspection.
Light-hearted First Date Questions
41. What’s your favourite way to relax after a long day?
A simple question that can lead to sharing personal relaxation rituals.
42. What’s your favourite holiday and why?
Get into the spirit of joy and celebration with this fun question.
43. If you could live in any time period, when would it be and why?
Let imaginations run wild with this playful question.
44. What’s the best piece of advice you’ve ever received?
A light yet meaningful question that can reveal personal values.
45. Do you prefer the beach or the mountains?
A classic question to gauge their nature-loving side.
46. If you could have dinner with any historical figure, who would it be?
A chance to discuss history, personal heroes, or just a fun fantasy dinner.
47. What’s your favourite ice cream flavour?
Simple, sweet, and bound to bring a smile to the conversation.
48. What’s your go-to karaoke song?
This could lead to a fun exchange about music and maybe even a future karaoke date!
49. What’s your favourite childhood memory?
A chance to share something nostalgic and heartwarming.
50. If you could have any job in the world, what would it be?
A light and aspirational question to round out the conversation.
Save on Pinterest for later?
