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270 Awesome Ice Breaker Questions for Dating so That You Never Have a Dull Moment

by Josephine Fuller
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Whether it’s your first date or your fifth, it would do you great to prepare beforehand some questions you can ask to break the ice and avoid horribly awkward silences. So, we’ve compiled 270 awesome ice breaker questions for dating so that you never have a dull moment.

So, what are ice breaker questions for Dating that you can ask? You can ask them about their dream vacation, personal preferences in women, funny or scary situations they’ve experienced before, physical qualities or traits that turn them on, and more. You can even play Never Have I Ever or Would You Rather!

If you want to know more about the kind of questions you can ask on dates to have a fun time, I will be providing you with tons of ideas you can choose from. Simply read this article further!

75 Interesting Ice-breaker Questions for Dates

Asking the right ice breaker questions for Dating can be a great way to make meaningful connections with them. If you manage to ask these following interesting topics, you might even secure a next date!

  1. Are you a morning person or a night owl?
  2. What does a work-free day look like for you?
  3. What’s your MBTI?
  4. If you could drop everything right now and go on a vacation, where would you go?
  5. What are you currently watching or reading?
  6. What’s your dream job?
  7. How do you usually turn a bad day around?
  8. Are there any skills you would like to learn?
  9. Do you have any hidden talents?
  10. What’s your family like? Do you have any siblings?
  11. Did anything good happen to you this week?
  12. What’s your favorite movie?
  13. What do you like the most about yourself?
  14. How long has your friendship been so long?
  15. Have you ever encountered a celebrity before? How was it?
  16. Do you have any hobbies?
  17. Were you one of the cool kids or an awkward wallflower during elementary/high school/college?
  18. Who is your biggest celebrity crush, and why?
  19. What movie or book can you quote from beginning to end?
  20. If you could relive one day from the past, what would it be?
  21. Do you have a bucket list for this year?
  22. What’s your New Year’s resolution, and have you accomplished it?
  23. What’s something not a lot of people know about you?
  24. What advocacy are you the most passionate about?
  25. What topic could you talk about for hours?
  26. Are you more introverted, extroverted, or both?
  27. Who are some of your favorite musical artists/authors?
  28. Do you have a hero? Why do you admire them?
  29. What’s your favorite holiday?
  30. Do you play any sports?
  31. How high is your spice tolerance?
  32. Can you cook? Do you particularly enjoy it?
  33. What’s your favorite old-school or vintage TV show, if you have any?
  34. If you could go back in time, what period of history would you most like to live in and why?
  35. Do you regret moving out of your hometown?
  36. Who do you usually run to for advice?
  37. What’s the best piece of advice anyone has ever given you?
  38. If you’re fond of comics or comic book adaptations, are you a Marvel or DC Fan?
  39. Are you a fan of surprises?
  40. What do you consider your biggest achievement in life?
  41. What’s your go-to karaoke song?
  42. Do you drink alcohol? If yes, what do you prefer more: wine, beer, or hard liquor?
  43. What’s the last movie you saw at a theater?
  44. Do you miss your hometown?
  45. If you had to choose between living in the countryside or in the city, where would you want to be?
  46. What were you most excited about buying this year?
  47. If you had to delete every app you have on your phone except three apps, what would they be?
  48. Do you enjoy window shopping?
  49. Do you have any family traits or habits that most of your family members also have or do?
  50. What scene from a movie scared you a lot as a child?
  51. Do you play any musical instruments?
  52. Do you prefer being spontaneous or planning out your weekend?
  53. Do you have any childhood nicknames? What were they?
  54. Who most influenced who you are today?
  55. What would you like to do once you retire?
  56. What’s the most out-of-character thing you’ve ever done?
  57. When you die, what do you want to be remembered for?
  58. Were you the teacher’s pet or the troublemaker in school?
  59. A genie grants you three wishes, but none of them can ever directly benefit you. What would you wish for?
  60. Do you prefer slapstick or sarcastic humor?
  61. What’s your biggest deal-breaker in any relationship you have?
  62. What’s the most romantic thing you’ve ever done for someone?
  63. What are your green/red flags in a relationship?
  64. What are your boundaries in a relationship?
  65. Where do you hope to be in the next few years?
  66. What’s something that people usually misunderstand about you?
  67. Where do you stand on [insert an issue here]?
  68. If you could have any mythological or magical creature as a pet, what would it be and why?
  69. What do you think is the worst part about modern Dating?
  70. If you could break any law with impunity, which one would it be and why?
  71. Are there any topics you think are off-limits when discussing with a date?
  72. Have you tried something out of your comfort zone? How did it turn out for you?
  73. What’s the biggest lesson you learned from your last relationship?
  74. What’s the first thing you think about when waking up?
  75. What’s the last thing you think about right before sleeping?

40 Flirty Questions to Break the Ice on a Date

Once you’ve exchanged pleasantries and got to know each other more, you can move forward to asking flirty ice-breaker questions for Dating so that he knows what direction you would want the date to go.

Here are some questions you can ask:

  1. What’s your love language?
  2. What attracted you the most about me?
  3. Have you ever kissed someone before on a first date?
  4. Are you open to trying new things?
  5. Are you always this fun to be with?  
  6. Has anyone told you how attractive you are?
  7. Do you consider yourself an adventurous person? Are you feeling quite adventurous tonight?
  8. What was your first kiss experience like?
  9. What do you think is your best physical feature?
  10. What passions do you have right now? Do you think we could do them together?
  11. If you were to plan an entire day with me, how would that go?
  12. Are you someone who gets jealous easily?
  13. What famous couple do you think we could be like?
  14. What’s something unusual you find attractive in people?
  15. On a scale of one to ten, how flirty are you?
  16. Are there any specific qualities that you find really attractive in a woman?
  17. What’s the best thing that happened to you today, aside from meeting me?
  18. What always makes you laugh?
  19. What’s the best compliment you’ve ever received?
  20. What do you think most romance movies get wrong?
  21. What question were you hoping I’d ask you tonight?
  22. What was your first impression of me?
  23. If you were given the chance to see my profile all over again, knowing the things you do now, would you still swipe right?
  24. What’s your best pick-up line, and can you try it on me?
  25. Do you prefer being the big spoon or the little spoon?
  26. How long do you think it takes to fall in love with someone?
  27. What’s something you want to do differently in your next relationship?
  28. What’s your ideal date night?
  29. Would you change anything about the way we met?
  30. Do you think you and I are compatible?
  31. If you could choose any song to describe the way you feel right now with me here, what would it be and why?
  32. What makes you happy?
  33. How well do you think you know me?
  34. If we were both stranded on a deserted island and you could only bring one thing, what would that be?
  35. Where do you think our date is going from here?
  36. Should we go on an adventure together?
  37. If you could be me for one day, what would you do?
  38. What goofy thing do you find sexy?
  39. If we both won a million dollars right now, what would you have us do?
  40. Have you ever been in love?
ice breaker questions for dating

30 Funny Date Ice-breaker Questions

If you want to let your date know that you’re fun to be around, you should be ready to ask hilarious ice-breaker questions for Dating that can make him smile or, even better, laugh!

Ask these funny questions, and I’m sure he’ll find you adorably charming:

  1. Do you have an alter ego? When does he show up?
  2. If you could hire one person to help you live your life, who are they, and what would you have them do?
  3. What’s a food item that you would never try even if someone offered you a million dollars to eat it?
  4. Do you have any pet peeves? Which one really takes the prize?
  5. What’s one thing that never fails to make you cringe?
  6. If you hosted a podcast, what would you be talking about?
  7. If you could describe yourself with three emojis, what would they be?
  8. Do you see yourself surviving a zombie apocalypse or having more chances of getting eaten by a zombie?
  9. How long do you think you would last in the Hunger Games?
  10. If you could add another head to Mount Rushmore, who would it be and why?
  11. What’s the most embarrassing fashion trend you’ve ever tried before?
  12. If you could host your own late-night talk show, who would you invite as your first guest?
  13. What’s your go-to hangover food or drink?
  14. What commercial song is stuck in your head right now, if there is any?
  15. If you could switch bodies with anyone in the world right now for a day, who would it be and why?
  16. If you have an itch on your nose, butt, or eye, which one would you scratch first and why?
  17. If you were a pro wrestler, what would your entrance song be?
  18. What topic could you give a 15-minute presentation on without any prior preparation?
  19. What wastes your time the most in your everyday life?
  20. What assumption did you make that went hilariously wrong?
  21. If you had to fight any animal in the world, which animal do you think you could take?
  22. If you could sleep on a bed of anything, what would that be?
  23. What are you hilariously bad at?
  24. If you could date any fictional character, who would it be and why?
  25. Are you a self-help person, or are you perfect just the way you are?
  26. Am I your only date this evening, or do you have another appointment after this?
  27. What’s something you’ve been mispronouncing for a long time?
  28. What made you realize that you’re getting old?
  29. What is the silliest problem or minor inconvenience you have going on in your life right now?
  30. What’s the worst advice you’ve ever given to someone?
ice breaker questions for dating

35 Spicy Ice-breaker Questions for Dates

So, you’re ready to crank up the heat with your date, but you don’t know what to talk about. Don’t worry, I got you! You can ask any of these ice breaker questions for Dating so that you can satisfy your curiosity about that department:

  1. What’s the boldest thing you’ve ever done on a date?
  2. Do you have any guilty pleasures that you’re not ashamed to admit to me?
  3. When do you think is the right time to initiate intimacy with someone?
  4. What are your thoughts on public displays of affection?
  5. What do you think about “friends with benefits” situations?
  6. What form of physical affection do you like receiving from a partner?
  7. How important is sex to you in a relationship?
  8. What are your thoughts on casual Dating without any commitment?
  9. What’s the wildest dream you’ve ever had?
  10. How far would you take things on a first date?
  11. What’s your opinion on sexting?
  12. Do you have any exes that you still keep in touch with?
  13. Do you have any secret fantasies that you’d like to try?
  14. What do you think is your hottest quality?
  15. What turns you on the most?
  16. What qualities do you think make for a great kisser?
  17. What do you think about women making the first move?
  18. Do you leave or sleep after a one-night stand?
  19. Do you think about me when we’re apart?
  20. Have you ever slept with someone, then woke up wishing you never had?
  21. Do you prefer giving or receiving, if you catch my drift?
  22. Have you ever sent or received a dirty picture?
  23. What are your “hard no’s”?
  24. If you could do the deed in any location in the world, where would it be and why?
  25. What are your non-sexual turn-ons?
  26. What does an erotic vacation look like for you?
  27. What’s the most embarrassing thing that happened during sex for you?
  28. In your opinion, what does it mean to be good in bed?
  29. How many dates are necessary before you sleep with someone?
  30. When was the last time you felt attracted to someone sexually?
  31. Do you prefer a more experienced partner?
  32. If you could pick any celebrity to date, who would it be?
  33. Have you ever been caught in the middle of “something” before?
  34. Have you ever done it more than once in a day?
  35. Do you have any fetishes? What are they?

50 Never Have I Ever Questions for Dating

Who says you can’t play games on a date? Never Have I Ever is a classic, and I’m a hundred percent sure you would never go wrong with asking these ice breaker questions for dating your man:

  1. …gotten a tattoo?
  2. …eaten a whole pizza by yourself?
  3. …skinny dipped?
  4. …had to get stitches?
  5. …drank something and laughed so hard it came out of your nose?
  6. …text the wrong person something spicy?
  7. … win a contest?
  8. …Googled myself?
  9. …crashed a party?
  10. …ghosted someone?
  11. … use a fake ID?
  12. …screamed during a scary movie?
  13. …toilet-papered someone’s house?
  14. …created a fake social media account?
  15. …pretended to be on the phone because of a bad date?
  16. …been to a psychic?
  17. …stayed overnight at a hospital?
  18. …dyed my hair?
  19. …went somewhere that was allegedly haunted?
  20. …had hair longer than my shoulders?
  21. …pranked someone?
  22. … spend an entire day playing video games?
  23. …faked sickness when you really weren’t?
  24. …had a fight with your best friend?
  25. …stalked someone on social media?
  26. … fail an important test?
  27. …deleted a photo because it didn’t get enough likes?
  28. …given someone a fake phone number?
  29. …hit a parked car?
  30. …been in a physical fight?
  31. …lied about your age?
  32. …stood up a date?
  33. …ridden a motorcycle?
  34. …called someone the wrong name on a date?
  35. …taken the walk of shame?
  36. …fallen in love with someone at first sight?
  37. …covered for a friend who was clearly lying?
  38. …farted and blamed it on someone else?
  39. …gotten food poisoning?
  40. …eaten an entire carton of ice cream by yourself?
  41. …said “I’m on my way” but really wasn’t?
  42. …re-gifted someone’s gift?
  43. …had a romantic candlelit dinner?
  44. …believed in a conspiracy theory?
  45. …broken the law?
  46. …had a paranormal experience?
  47. …cried in public?
  48. …sang or spoken in front of an audience?
  49. …had an imaginary friend?
  50. …blurted out a secret on accident?

40 Would You Rather Questions to Ask as Ice Breakers

You can also get to know your man even more with a Would You Rather game. This helps you not only break the ice but also get a better picture of who your date really is.

  1. Stay home or night out?
  2. Have invisibility powers or flight?
  3. Drink coffee or tea?
  4. Be pretty and not smart or not pretty but smart?
  5. Ask for help or figure things out on your own.
  6. Have a pet cat or pet dog?
  7. Be completely vegan or gluten-free?
  8. Travel into the future or travel back in time?
  9. Be rich or famous?
  10. Give up social media or become a social media influencer?
  11. Become an athlete or artist?
  12. Explore outer space or the deep sea?
  13. Live in a small town or big city?
  14. Is it too hot or too cold?
  15. Eat only ice cream for the rest of your life, or never eat ice cream ever again?
  16. Be able to speak any language there is or be able to speak to every animal?
  17. Be serenaded by Drake or Beyoncé?
  18. Not taking a shower for two weeks or not brushing your teeth for two weeks?
  19. Be underdressed or overdressed?
  20. Are you able to teleport between places or have a private jet?
  21. Get stuck in an elevator with your work nemesis or be stuck alone?
  22. Give up alcohol or caffeine forever?
  23. Go on tour with your favorite pop star or band, or be the star of your own movie?
  24. Forget your worst memory or remember your best memory?
  25. Make your partner happy with a white lie or tell them the truth.
  26. Give up a night’s sleep to resolve an issue, or go to sleep and resolve it the following day?
  27. Have ten kids or not be able to have any?
  28. Give or receive an expensive gift?
  29. Have more time or more money?
  30. Go skinny dipping or join the mile-high club?
  31. Lose the ability to walk or lose the ability to see?
  32. Go on a road trip or go backpacking?
  33. Date someone with body odor or bad breath?
  34. Find your one true love or win the lottery?
  35. Marry your friend or kiss a stranger?
  36. Be the only one sober in a party, or be the only one who’s drunk?
  37. Only be able to shout or whisper?
  38. Only able to sing every sentence or speak in riddles?
  39. Have a golf ball-sized head or the size of a watermelon?
  40. Have your own laughing track every time you crack a joke or a theme song whenever you walk into a room?
ice breaker questions for dating

Final Thoughts

Ice breaker questions for Dating are one fun way you can impress your date, avoid awkward silences like the plague, and have a great night. You can spark a friendly debate, deepen a conversation, and get to know each other more. If you ask the right questions, you may even score yourself the love of your lifetime!

I hope the comprehensive list I made will guide you on the right path. Just remember to keep them in mind before the actual date so you don’t clam up on the spot!

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