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200+ Ice Breaker Questions for Dating to Know Your Date Better

200+ Ice Breaker Questions for Dating to Know Your Date Better

Updated on Nov 07, 2023

Reviewed by Julianne Cantarella, MSW, LSW , Certified Relationship Coach

200+ Ice Breaker Questions for Dating to Know Your Date Better

Dates are tough to navigate, especially if the two people involved aren’t sure what to discuss.

Asking the right ice breaker questions for dating can help ease the awkwardness and ensure that future connections are made. 

In other words, we are interviewing each other while out on a date. It’s about discovering who we are, what we want, and whether we’re compatible or not. 

These questions are perfect for starting conversations, frequently resulting in more discussion. 

If you use these questions properly, you’ll get to know them. Moreover, if you have a good conversation, you might even spark a romantic interest.

Ice breaker questions for dating

Here are some amazing ice breaker questions for your date. Ask these questions to your partner and enjoy the conversation. 

  1. Did you ever commit wrongdoing as a child but were able to blame your siblings for it?
  2. What is the humiliating incident from your adolescent years?
  3. Which of your family’s traditions is the strangest?
  4. If you could spend a day in the shoes of anyone in your family, who would it be and why?
  5. Would you be OK to have a mild “obsession” with your spouse or potential love interest?
  6. What contributes to happy marriages? What do you believe causes them to fail?
  7. Would you tell me I was being charming if I did something truly cute?
  8. What are some charming things that you like seeing ladies do?
  9. What is a charming thing that you like to see men do?
  10. How soon should two individuals start having sexual relations? When is it too soon?
  11. Which is more crucial for a relationship: great intimacy or good communication?
  12. Where have you shared a spontaneous moment of intimacy with someone?
  13. Have you ever encountered your ex while shopping in the mall?
  14. Have you ever encountered your ex at a bar?
  15. What would you say if I asked you to whisper something cute in my ear?
  16. When is it inappropriate to kiss someone you just went on a date with?
  17. What is it about a woman’s physique that you particularly admire?
  18. What is it about a man’s body that you particularly admire?
  19. What was the most unusual place you’ve ever met a potential partner?
  20. Have you ever had a sexual encounter in an unusual setting? 
  21. Have you ever had a sexual encounter in a car?
  22. Have you ever visited a hotel specifically to have a sexual encounter?
  23. How would you describe a “one-night stand”? 
  24. Which celebrity would you like to be with, and why?
  25. Would you rather make out or have a meaningful conversation with someone at night?
  26. What are the symbols of love that you use? Are you physically active?

Good ice breaker questions for dating

Your date can be boring and unromantic at times. Therefore, to make it exciting and memorable, ask these questions to start the conversation with your partner.

  1. What was your worst thought ever?
  2. What do you like to do the most after a challenging day?
  3. Which musical style or genre is your favorite?
  4. What kind of life do you envision?
  5. What is time-consuming but wholly worthwhile?
  6. What do you like to do the most where you are?
  7. What would you choose if you had access to an endless supply of it for the rest of your life?
  8. What is the most terrifying thing you have ever gone through?
  9. What is the nicest thing that is currently happening in your life?
  10. What do you typically wear on a daily basis?
  11. What drink do you usually order?
  12. What movie never gets old in your opinion?
  13. What is your preferred love song?
  14. What is your finest creation?
  15. If you had the choice, would you rather be an extremely active person or a lazy couch potato?
  16. Which meaningless fact do you prefer?
  17. Who would it be if you could hang out with any cartoon character?
  18. What did you want to be when you grew up when you were a kid?
  19. What website or application do you wish existed but doesn’t?
  20. Where do you go on a holiday?

Ice breaker questions for dating online

Online dating is a new normal thing. However, it’s quite different than dating someone in-person. Hence, ask these questions if you are dating someone online and enjoy the date.

  1. Would you like to remain alone your entire life or marry someone your parents made you?
  2. Which four applications on your smartphone would you keep if you had to erase the rest?
  3. What would you eat if you could have an unending supply of any food?
  4. Do you enjoy being the center of attention or would you rather be by yourself?
  5. For what would you create a charity for, if you could?
  6. What was your favorite outfit when you were a child?
  7. Which company would you support if you had to?
  8. What would you alter if you could only make one change to the world?
  9. What is the strangest Wikipedia tangent you have ever taken?
  10. What is your favorite evil?
  11. What unconventional materials would you use to construct a home, if you could?
  12. Do you have any wild tales about your roommates?
  13. What was your favorite outfit when you were a kid?
  14. Which actor did you swoon over as a child?
  15. What is the weirdest family custom you follow?
  16. What is the most bizarre breakfast item you’ve ever consumed?
  17. Which TV or movie figure scared you as a kid?
  18. If you could sleep on any material, what material would you choose?
  19. Which music from your high school years is your favorite?
  20. For a day, would you want to switch lives with your dog or cat?
  21. Which of your pick-up lines is the funniest?
  22. Which celebrity do you follow online the most closely?

Funny icebreaker questions for dating

Humor and fun add extra spice to any date or conversation. So, keep that in mind and ask these amazing funny ice breaker questions to your partner and level up the conversation.

  1. Who is your craziest/most interesting relative?
  2. What musical group would you be ashamed to confess you like?
  3. What item on your bucket list is the craziest?
  4. What amazing fact do you happen to know?
  5. What movie do you actually love, and which one do you claim to love only to appear sophisticated?
  6. What is your worst talent?
  7. What would be the finest topic for a reality TV program?
  8. Which Disney character’s life most closely resembles your own?
  9. Everyone experiences persistent nightmares; what is yours?
  10. What is a lie about you and two truths about you?
  11. What is a pick-up line that you find to be hilarious and appropriate?

First date icebreaker questions

First dates can be awkward and uncomfortable. Therefore, ask some interesting questions on the first date to make your date comfortable and fun. Here is the list for you. 

  1. What’s your funniest skill?
  2. Do you occasionally have nightmares? If so, what is it?
  3. Which would you choose: a week as a gardener at the White House, or a day as a fly on the wall of the White House?
  4. Do you prefer ice cream or popsicles?
  5. How was your first experience?
  6. What scent do you prefer most?
  7. What commercial music is stuck in your mind nonstop?
  8. Are you happy to have left your hometown or do you miss it?
  9. Have you ever met a famous person?
  10. Do you enjoy traveling? If yes, where have you traveled that was the most exciting?
  11. What is the one location you haven’t been to but would like to visit?
  12. Are you a fan of animals? Do you own any animals? What are your opinions on zoos?
  13. Do you have many pet peeves? Which one wins the competition?
  14. What was the most recent movie you watched in a theater? Or, at home?
  15. Do you have a go-to streaming service? Which streaming service do you prefer?
  16. What meal would you like to consume exclusively for the rest of your life?
  17. Which would you choose: a romantic stroll with your significant other or a late-night movie?
  18. When would you prefer to go to bed if we were roommates?
  19. What three things about me do you find cute right now?
  20. What area of my body do you love the most if you were to choose just one, and why?
  21. Which of your past fantasies was the strangest?
  22. When you were younger, did you ever have a daydream about a teacher or a friend’s parents?
  23. What do you suppose the sensation is when we see someone and our stomach drops?
  24. Have you ever stalked someone on social media or the internet after a date?

Deep ice breaker questions for dating

Do you want to excel in some deep conversation and want to know your date on a deeper level? Here is the entire list for you to ask and enjoy the deep conversation on your date.

  1. Are you now attempting to change something about yourself?
  2. In primary school, did you fit in or stand out?
  3. Do you participate in any sports?
  4. Do you consider yourself a foodie, or are hot pockets and ramen noodles just good for you?
  5. Can you prepare meals? 
  6. Do you consume alcohol? If so, do you like hard liquor, wine, or beer? 
  7. Do you remember when you first started drinking?
  8. Do you support or oppose holidays? What do you think of Halloween?
  9. Who is your favorite celebrity?
  10. Is there a hero in your life? What is it about them that you admire, and why?
  11. What karaoke song do you always choose?
  12. Do you visit any websites regularly? Which one, if any?
  13. Do you prefer privacy or double dates?
  14. What is a beloved movie moment that you remember well?
  15. Do you like your alone time?
  16. Do you work out? If so, how much?
  17. Which animal would you pick if you had to switch your legs for it?
  18. What is the love language?
  19. What profession has always been your dream job? Why didn’t you go after it?
  20. What was the most humiliating thing that ever happened to you as a teenager?
  21. Are you now working to better yourself in any way?
  22. What was the weirdest food you’ve ever consumed?
  23. What characteristics are you not looking for in a life partner?
  24. What do you think about relationships—marriage or live-in relationships?
  25. How would you like your ideal date to go?
  26. What is the naughtiest request your lover has ever made of you?
  27. Do you like to have naughty or nasty talk?
  28. Have you ever had feelings for your closest buddy but kept them to yourself?
  29. Do you have any past extramarital relationships?
  30. Are you alright with relationships that are not marital?
  31. Can a relationship last without love?
  32. What physical characteristics of the other gender do you find most appealing?
  33. What did you call yourself as a young child?
  34. What would you call your boat if you owned one?
  35. If you had to choose between wearing a hat every day for the rest of your life and wearing blue apparel, which would you choose?
  36. Which of your dates was the worst?

Online first date Ice breaker questions

Dating online seems easy but it’s no less than a back-breaking task. Here is the list of some icebreaker questions to ask on your first date and make it memorable for lifetime.

  1. Who was your early crush as an actor?
  2. Do you sort your clothes by color or do you just dump everything in at once?
  3. Which game show would you most like to compete on?
  4. Which dish do you enjoy that many others would find a little strange?
  5. What would the cops discover if they unexpectedly broke into your home during the day?
  6. Have you lately sent any purchases back?
  7. What did you call yourself as a young child?
  8. Which of your pickup lines is the funniest?
  9. How do you intend to spend the rest of the day?
  10. Do you enjoy singing or dancing?
  11. What astrological sign are you?
  12. What kind of day do you prefer? 
  13. What is a jingle that you remember?
  14. What skill or talent did it take you the longest to master?
  15. What profession would you pick if money were no object?
  16. What do you truly lack talent in?
  17. Which astounding fact do you know about?
  18. What subject matter do you know the most about?
  19. Which candy bar would you be if you were one?
  20. What was the craziest thing you ever did for entertainment?
  21. How much do you value self-improvement?
  22. Do you avoid long-term relationships and commitment?
  23. Which of your tricks on someone has been the best?
  24. Have you ever engaged in extreme activity, such as skydiving?
  25. What extremely typical action have you never taken?
  26. What would the text or image on your tattoo say or look like if you had one?
  27. Which of your lessons was the most challenging?

Great ice breaker questions for dating

Find out the best list of icebreaker questions if you are dating someone and want to know them better.

  1. Would it be okay if I brought my parents along on our upcoming date?
  2. What was the stupidest question you ever got?
  3. How good at flirting are you?
  4. Do you want me to make romantic advances on our upcoming date?
  5. What wild dating fantasy do you have?
  6. What criminal activity would you like to engage in?
  7. What benefit of being single is the best?
  8. Do you believe who is more romantic—men or women?
  9. What is the most common pick-up line you use?
  10. What, in your opinion, makes a person or female appear attractive?
  11. What separates romance from love?
  12. How do you deal with having a poor hair day?
  13. Do frightening movies make you nervous?
  14. What is the awful texting chat line you use?
  15. How many relationships have you had up to this point?
  16. What would you do if Kim Kardashian and you were trapped in a lift?
  17. When did you first fall in love?
  18. Do you think there is life after death? Have you ever had a paranormal experience?
  19. Do you enjoy coffee and tea?
  20. What drink do you typically have on a night out?
  21. What aspects of your personality do you believe need work?
  22. What are your pet peeves in relationships?
  23. What is the most impulsive action you have ever taken?
  24. What is the most amazing skill?
  25. Do you possess any buried talents?
  26. Describe your greatest trip and explain why.
  27. Have you ever been a collector of anything?
  28. Did you have a celebrity crush when you were younger? Do you still have feelings for them?
  29. What have you ever done that was the most daring?
  30. What is the one thing about your physique that, if you could, you would change the most?
  31. What is the finest life advice you have ever heard?
  32. What words of wisdom would you impart to your kids?
  33. What do you consider to be your personality’s strongest traits?
  34. What was your best job to date? What made it so great? Do you aspire to return to it?
  35. What was your worst job to date? Why was it so terrible? How long did you spend there?

Best icebreaker questions for tinder

Are you finding a good match on tinder? Do you want to initiate the conversation with them? But, wondering where to start. No worries, we have created the best list of questions to ask your date. 

  1. What is the one memory you will always have of your first night?
  2. What draws you to someone of the opposing gender?
  3. Which animation character do you want to kiss the most?
  4. What is your strangest dream?
  5. Which childhood memory makes you shudder every time?
  6. Have you ever seen an instance that seemed simply too fantastic to be true?
  7. What movie, TV show, or book has had the biggest influence on the way you conduct your life?
  8. Have you ever had a celebrity encounter? If yes, did you feel like a celebrity?
  9. What is a destination you have always wanted to visit?
  10. Would you tell the police or keep a suitcase with $2 million in it for yourself if you found it?
  11. What song would you choose for your entrance if you were a professional boxer or wrestler?
  12. Do you consider yourself to be someone who prefers the country over the city?
  13. What meal would you choose if you could have an infinite supply of it, and why?
  14. If you could travel back in time, what advice would you give your adolescent self?
  15. Do you and your parents and siblings get along well?
  16. What are your top ten international cities?
  17. What trend would you bring back from the past and why?
  18. What was your favorite live music performance?
  19. Tell me about your worst date ever. Why was it so terrible?
  20. If there was a zombie apocalypse, who are the three persons you would want with you? Why these three individuals?
  21. What was the humiliating thing you ever did while drinking?
  22. How would you live the rest of your life if you weren’t concerned about money?
  23. Which of your favorite pick-up lines do you use frequently?
  24. Describe the characteristics of a perfect first date in your opinion.
  25. Which accomplishment do you find yourself most in awe of?
  26. If you could go back in time to any era, which one would you choose, and why?
  27. When you meet someone for the first time, what initial impression do you want to leave?
  28. What one item would you bring with you if you were abandoned on a desert island?
  29. When was the last time you dressed up? What persona did you dress up as?


These questions are great for starting conversations as well as making sure your date has a memorable night. 

You should use these icebreakers to get to know your date without seeming fake. Please don’t ask too many questions, rather have a meaningful conversation. 

You will always have a better chance of getting a second date if you stimulate interest. Have fun!