25 First Date Questions

First dates can be very awkward, nerve-wracking, exciting, disastrous, wonderful — any number of things. A big part of this distinction is the first impression you each give and how well you and the other person connect with each other. We all know by now that topics like religion and the like are best to ignore if you want a first encounter to stay positive and light-hearted. So while you’re staring at each other from across a candle-lit table, eating dinner you would probably ask yourself: But what kinds of things should I be asking the other person to make sure conversation flows well? Below, you will find a list with 25 First Date questions to ask.

1. What does your family look like?

Here you can ask for the siblings parents or other family situations.

2. What do you do for a living?

Ask for the job that the other person is doing, try to continue with showing interest and maybe even tell about your own job.

3. What are some random fun facts about you?

This can be very fun to know, it will make your date smile to talk about their own fun facts.Finding out about something interesting about another person that may not otherwise come up in regular conversation is a good way to get to know them. You’ve just heard about their hobbies, now ask if they’ve ever gotten to do something amazing or out of the ordinary, like be on TV.

4. What is something that annoys you?

This is a very personal but interesting question. What is your date really annoyed about? Maybe you share the same thoughts on this subject.

5. What’s something you want to learn or wish you were better at?

Everybody has goals in their life, so your date has them too. Ask about their school and working career too.

6. What are your main hobbies?

Now you will find out what your date likes to do in their free time. This is one of the most asked first date questions.

7. Do you know any good jokes?

This can be a funny but ice-breaking question to ask on a date.

8. What’s the most embarrassing thing you can remember that’s happened to you?

This question can lead to a very fun story to tell for your date.

9. What’s your favourite place on earth?

Do they have a favourite vacation destination? Do they know of a cool hiking trail hiding away behind the river? Do they have a secret place where they can go to relax, unwind, and escape the world? These questions give others a glimpse into our “happy place” and allows them to see what kinds of settings make us feel good and we can be most like ourselves.

10. What makes you unique?

Maybe your date does not have the direct reply to this question, but ask what their friends would say. It might be quite obvious, but the interesting and easiest way to connect with someone is to get them talking about themselves. Maybe you will find something that you both enjoy doing, if the date goes good, could potentially be an idea for another date for later.

common questions to ask in first date

11. Who are the special people in your life?

This question can also give many answers, it can be family, friends or other special people.

12. Would you rather…?

“Would you rather…?” questions are a good go-to, especially on a first date. They make for great icebreaker questions, can be answered by the both of you, and can be as surface level, deep, or silly as you want them to be. Would you rather go to the beach or the mountains? Drink nothing but coffee or soda for the rest of your life? Get stuck on a roller coaster or get horribly lost in a huge theme park?

13. What do you like to do in your free- time?

With this question, you can also ask for side-jobs and hobbies.

14. What’s something you are proud of?

This can be many things. Maybe your date is proud of their diploma’s, family, drivers license or something else they have accomplished.

15. What are some movies you really enjoyed?

With this question, you can start a conversation about movies you both really like. Or don’t like.

16. What is your favourite book?

This is the same with the movies question, also ask for their least favourite books and discuss them together.

17. What pets have you had?

This question can bring up a lot of memories for your date. Also ask for the current pets they might be having.

18. What’s your favourite alcoholic and non-alcoholic drink?

This can be a very fun question to ask. Ask about their favourite drinks and discuss your preferences.

19. What is your favourite holiday destination?

About this question, you could have a very long conversation. Talk about their holiday memories and favourite moments and holiday destinations.

20. What is your favourite restaurant?

First ask about their favourite food or dish, then ask about their favourite (and least favourite) restaurant.

21. What would be your dream job?

First, ask for the education your date had. Then ask for their dream job and things they would like to accomplish in their life.

22. What series have you been binge-watching?

Ask for their favourite Netflix series and discuss them together. Maybe you have seen the same series or you can recommend your favourite series to your date. This will be one of the interesting first date questions.

23. What’s your favourite international food?

You can easily combine this question with the question about their favourite holiday destination. Ask for their favourite international food and specialities.

24. Among your friends, what are you best known for?

This is a personal question for your date, but it could be very fun to know what the best friends of your date think of them.

25. What’s the best thing that has happened to you this month?

This is very fun question because you ask for something very recent. It is also a good option to ask this question at the beginning of the date to break the ice. Hopefully this will help to start up a fun conversation.

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