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50+ Icebreaker Questions for Dating

Looking for icebreaker questions for dating?

Perhaps you are about to go on your first, second or third date and are wondering what the frick to ask? Making good conversation can be hard, even at the best of times. :/

Well, here’s the good news – we have done the hard work for you and thought of some really good icebreaker questions for couples to ask. Whether you want to keep the conversation fun or get down to the nitty gritty – we have thought of a range of questions to cover it all. Pick and choose and make your own list.

The best dating icebreakers questions right here!

Best Icebreaker Questions for Dating

Let’s start with a bit of this and a bit of that in terms of great conversation starters when you first start dating. We have included some dirty cheeky questions as well as some more deep questions here to get to know someone on a better level.

What do you like most about me?

Name 3 of my body parts that you like the most?

If I was a flower, what kind of flower would I be?

What’s the best vacation you’ve ever been on?

What is the most embarrassing moment of your life to date?

What are the weekends like for you?

Do you prefer outdoor or indoor dates?

What conspiracy theories do you believe in?

What is your dream destination?

How many siblings do you have?

Who is your inspiration musically?

Where do you see yourself in 10 years from now?

What famous actor do you think I’m most like?

If you could switch lives with one person for a day, who would it be?

What do you like to do for fun after a busy work day?

Fav pizza topping?

What is your favorite childhood memory?

Where do you work and how long have you been working with them?

Are you an adrenaline junkie?

Dream job if money didn’t matter?

What are some things on your bucket list? If you pick only one to complete from the list which one would that be?

If there’s one thing you can change about the nature of your job, what would it be and why?

How many kids do you want to have in the future?

Describe your ideal next 5 years to me?

What is the riskiest adventure you have been on?

conversation-starters for couples

Good Icebreaker Questions

Here are some conversation starter questions that will really tell you more about the person you are getting to know. Do you share the same views on life or not – the proof is in the pudding or so they say!

What’s the best thing that you got from your parents?

What would be your green mile meal?

What are you best known for in your family?

What was your nickname(s) as a child?

If you could become a master of something, what would that something be and why?

Is there an activity that we haven’t done that you’d like to do together?

Do you believe in love at first sight?

What genre of movies do you enjoy watching?

What international brand do you prize most?

What would your perfect day be like?

What is the very best moment of your life to date?

If a beggar asked for money and you knew they were genuine, would you give it?

Pick one friend to switch lives with – tell me why you would switch lives with this particular person.

Would you rather be rich or famous?

What is your perception of the perfect vacation?

Who was your first celebrity crush?

Which celebrity do you wish was your BFF?

What’s the worst joke you’ve ever heard?

What country would you never like to visit?

Would you rather live in a tree or underground?   

What’s the worst idea you’ve ever had?

If you could become a master of something, what would that something be and why?

If you could have an entire day to yourself, what would you do?

If you won a trip to anywhere in the world, where would you pick?

If you had to watch 1 movie on repeat forever what would it be?

Which friend or family member of mine could you do without? Why could you do without this person?

If you weren’t a human, which animal would you choose to be?

What is the most inspirational thing you have read about lately?


Tinder Icebreaker Questions

Unlike the good old days, many people are having their first meeting on social media, Tinder, Bumble or other dating platforms. The good thing about this is you can really ask what you want without the embarrassment of doing it face to face! Here are some great icebreaker questions for Tinder, Bumble and other dating apps:

If you won the lottery, how would you spend it?

What is one thing that you couldn’t live without?

What was the last song you listened to?

What would you tell yourself five years ago?

What is one thing that makes you unique?

What’s your favourite travel memory?

If you could see anyone in concert who would you see and why?

Tell me about the last movie that you absolutely loved?

If you were stuck on a desert island, what would you bring with you?

What is the worst tinder date that you have been on?

What song best represents your life?

Rank the three worst movies of all time.

What is the very best moment of your life to date?

First Date Ice breaker Questions

The first date is about really getting to know someone, to see if your views on life and values align. Here are some good first date icebreaker questions to get you started. You could also play a fun never have i ever game (drinking or not drinking) to get to know each other!). 

Along with some fun ones, you might like to take the opportunity on a first date to really dig down and get to know the other person better like where they came from, what kind of a background they had, did they grow up religious, with strict or easy going parents? While a lot of these things really won’t matter,  good first date questions can really help you get to know someone on a deeper level to better assess whether their life aligns with you.

How many siblings do you have?

Have you ever drunk drove?

Have you ever gone skinny dipping?

What school did you go to?

Have you ever gambled?

Your favorite non-alcoholic and alcoholic drink?

Have you ever  invested stock?

Have you ever drove without a seatbelt?

What were your parents like when you were growing up?

What was your biggest fear as a kid?

What is one thing you loved about your childhood and what would you change if you could?

Have you ever stolen something?

Have you ever drunk a whole bottle of spirits?

Have you ever got a speeding fine?

What was one of the best things you used to do as a family?

Have you broken a bone?

Have you ever spent time in jail?


Funny icebreaker questions for dating

It is always a good idea to keep the conversation lighthearted and playful, especially when you are just getting to know the other person. If you want to keep the convo a bit more fun and less serious, here are some good and funny ice breaker questions for you!

What’s the funniest word in the English language?

Why is it that round pizzas come in square boxes? 

What animal is the biggest party animal?

What is your best way to unwind?

What is your spirit animal?

Tell me about your worst ever stack/fall?

What is the funniest joke you have heard?

What is something that everyone looks stupid doing?

Would you rather live in a sailboat or in a RV?

What id the most embarrassing thing that has ever happened to you?

Have you ever tried talking to your dog?

Would you ever eat snails?

If animals could talk, which would be the rudest?

Flirty Icebreaker Questions

If you are looking for some more flirty, cheeky icebreaker questions, here are a few good ones to ask:

Do you believe in love at first sight?

Am I your usual type?

What would it take to know you more?

Whisper something cheeky in my ear.


More Couple Questions: