145 Dating Ice Breaker Questions That Will Make Sure You Have An Amazing First Date

Are you planning to go on your first date but are confused about what questions to ask? Are you afraid that there will be an awkward silence on the table, which will make things much more difficult for you?

Believe me, I’ve been there! There was a time when I had no idea about what to talk about on a date and was nervous before any date.

With time, I gained experience and learned how to present myself in front of the other person. I started reading a lot, which increased my knowledge of other subjects and gave me topics to discuss on my date. 

In today’s article, we are going to look at some open-ended dating icebreaker questions that will make your date interesting. These questions will help you to know the other persona in a better way and decide whether you want a second date or not.

Plus, we will look at some other aspects that are involved in making sure that you have a perfect date.

Contents

Dating Icebreakers That You Can Use On Your Date

1. “Share some random facts about you.

It is one of the best icebreaker questions as it gives you a starting point. The random facts help you to understand your date in a better way.

2. “What is your dream job?

This will help you get an idea about the passions and dreams of your date. If your date is passionate about their dream job, answering this question will make their eyes twinkle and they will get excited.

3. “What did you want to become when you were a child?

This question will start a conversation about the childhood dreams and aspirations of your date. It will let you know whether they were able to fulfill their goals or if their goals changed with time.

4. “If you get a leave tomorrow from work, how would you spend your day?

The way your match will respond to the question will tell you what they want to do on a lazy day.

5. “What is your guilty pleasure?

The answer about the guilty pleasures will present you with the vulnerable side of your date. They might feel a little embarrassed to answer this question but the question will hopefully bring some laughs.

6. “What would be the first thing that you would purchase after you won a lottery of 50 million?

This is one of the perfect icebreaker questions to know about the priorities of your date in terms of materialistic things.

7. “What other animal do you like than the usual cat and dog?

Get ready to get some out-of-the-box answers!

8. “What is something you are proud of?

It is one of the best ice-breaker questions that allow you to discuss the past achievements of your date.

9. “Describe the most adventurous trip you ever took?

These kinds of icebreaker questions will put a twinkle in the eyes of your date as they will be reminded of their amazing trip.

10. “Are you a morning person or a night owl?

This question will help you to have a peek at the daily routine of your date. Plus, if you both fall in the same category, it will give you something to bond over, and soon discussion would start about what you do till late at night or when you wake up early.

11. “As a morning person what do you really enjoy about getting up early?

Just a question to know what they are excited about once they get up.

12. “If you could switch lives with any animal, what animal would you like to be?

It is one of the funny icebreakers!

13. “What is the most spontaneous thing that you have ever done?

Get ready to hear some stories, which will tell you how exciting the man on the other side of the table actually is.

14. “What is a spontaneous thing that you want to do right now?

If it is something doable, maybe you both can try it!

15. “What was the best vacation you ever took?

Again, this is one of the top icebreaker questions to take your date down memory lane.

16. “What is the best dish you ever had?

This question will give you an idea about the likes and dislikes of your man when it comes to food.

17. “What’s the strangest gift that you have ever received?

This question will take your date down memory lane and there are chances that you will get to hear an interesting story. Also, it will give you an idea about what not to gift them in case things become serious between you two.

18. “What are you hilariously bad at?

A way to know a little about their weaknesses.

19. “Describe your ideal dream home.

The question may start an interesting conversation about their dreams, ambitions, and the future they want.

20. “What is the most common reason because of which you are rejected by a girl you met on a dating app?

what is the most common reason because of which you are rejected by a girl you met on a dating app

The way they respond will tell you about how they take rejections.

21. “Is everything in your dating profile bio true?

If your date is sincere, they will be real while answering this icebreaker question.

22. “Have you read anything interesting lately?

One of the best icebreaker questions is to know if your date is into reading books and if yes, what kinds of books.

23. “Who is your favorite author?

Just one of the many normal, simple icebreaker questions about their interests and likes.

24. “Describe the latest dream that you had, which you remember.

These types of icebreaker questions help you to understand the dreams and fantasies of your date.

25. “What was the best dish you ever cooked?

This will help you know if your date likes to cook.

26. “What do you like the most about meeting through a dating app?

One of the icebreaker questions to start a conversation about their past encounters.

27. “What is the worst idea for a date according to you?

Asking this question might start a conversation about how different people plan their date settings. This will give you an idea about where not to take him for our future dates.

28. “Describe the most boring date you have ever had.

This will give you a sneak peek into the dating life of your man and will also give you an idea about what he finds boring.

29. “What is the worst haircut you think a girl can get?

This question will tell you what kind of hairstyle he likes on his girl and what kind he actually hates. However, if he answers along the lines that he does not care about his girl’s hairstyle then he is a keeper!

30. “What was your favorite TV show as a kid?

Again, one of the icebreaker questions that will make them nostalgic and give you a lot to talk about.

31. “What is the guilty pleasure bad habit you want to change?

The guilty pleasures will make you aware of the embarrassing bad habits of your match.

32. “What will you do to escape from a boring date?

A question that will tell you how witty our man is.

33. “What are the top three worst movies that you have ever watched?

This question will not only give you an idea about the movie taste of your date but might also start a conversation about some silly things that were shown in these movies.

34. “Who is your favorite celebrity and why?

This will help you understand if they are only into looks or care about a person’s character as well.

35. “What is something that you want to learn in the near future?

Again it will allow you to know about the dreams of your date and whether they are ambitious in life.

36. “Which family member are you closest to?

A question that will start a discussion about family.

37. “What was the last concert you attended?

This is one of the icebreaker questions to know about the musical taste of your date.

38. “Who was your first celebrity crush?

Asking this question will transport them back into the happy and carefree memories of their childhood and might start a conversation about their growing years. Remember that this question is only for fun and does not tell anything about the present taste of your man in women.

39. “What is something on your bucket list that you think you can do in the next 7 days?

This will not only tell you a little about their bucket list but will also motivate them to tick off something from it.

40. “What was your first-ever email address?

what was your first ever email address

It is one of the funny ice breakers questions as usually everyone’s first-ever email addresses are silly.

41. “How many girls have you met through dating apps?

One of the simplest, straightforward icebreaker questions – just do not be judgmental.

42. “If you were to eat only one food for the rest of your life what would it be?

It will tell you the man's favorite dish.

43. “Describe the most epic interview you ever had.

This question can start an interesting conversation about your careers and job roles.

44. “What is the worst advice you have ever given anyone?

It will uncover some past stories.

45. “What celebrity would you like to go on a date with?

Again it will give you an idea about what the man likes in his women.

46. “What is your current favorite viral video?

This question might help you connect with your date on an emotional level and you will get to know their likes and dislikes.

47. “What is your current favorite meme?

Your date might scroll through his phone gallery to show you the screenshot of their favorite meme and you might be on it.

48. “What is the most embarrassing thing you have caught someone doing?

Now based on your date’s experience, this embarrassing thing can be anything and it will unwind some stories.

49. “What is the most embarrassing thing someone has caught you doing?

This question should make things interesting and a good story can bring laughs.

50. “What is your favorite Tv show to rewatch?

Just a peppy question to ask.

51. “What would you do if the zombie apocalypse happened?

One of the funny icebreakers, which will require your date to use their imagination and creativity.

52. “How many dating apps do you have your account on?

The answer and the way they respond might give you an idea about how desperate they are to find a match.

53. “What is your current favorite Tv show?

A simple question!

54. “What is your favorite fashion accessory?

These types of questions help you know how much the man is into fashion.

55. “What is the first thing you do as soon as you get up?

This question can start a conversation about the daily routine of you two.

56. “What’s your favorite app on your phone?

This will tell you how much your man loves his phone and what he likes doing on it.

57. “What is your favorite useless fact?

This might increase your general knowledge.

58. “What is your favorite movie to rewatch?

One of the many icebreaker questions to know about their likes.

59. “Who do you hate the most in your office?

This question can start a conversation about their career and maybe you can push them towards following their heart.

60. “Do you have any break-up stories?

do you have any break up stories

Although you will get to hear only one side of the story, it will give you an idea about what kind of a person your man is.

61. “What is your guilty pleasure reality show?

If they respond with some cringe show then it shows that they are being honest with you.

62. “At what age did you have your first girlfriend?

Just one of the icebreaker questions. Remember, it does not tell anything about the kind of person they are now.

63. “How many dates does it usually take you to get a little serious about the other person?

This question will give you an idea about what to expect and how to take things forward.

64. “What is the latest new-age innovation you like the most?

This question can start a conversation about technology and your date’s interest in it.

65. “What makes you upset?

This question will present the emotional and vulnerable side of your match in front of you.

66. “How many dates have you been on this year?

Another one of the icebreaker questions.

67. “Do you prefer – coffee or tea?

A straightforward question, just to start a conversation.

68. “What is the best advice you ever received?

This question will tell you about the intellectual level of your date and how open they are when it comes to listening to others.

69. “How close are you to your siblings?

A simple, sweet question to know what kind of a bond they share with their sibling/s.

70. “Have you ever stalked someone on social media?

There are huge chances that the answer would be – YOU.

71. “What is the one thing you want to change about yourself?

Again, one of the icebreaker questions to judge the honesty and open-mindedness of your match.

72. “Do you consider yourself a superstitious person?

This question can start a conversation about your values, beliefs, and upbringing.

73. “How many languages are you proficient in?

One of the simple ice breaker questions that will help you to know a little about the person in front of you.

74. “Do you like to go on couple dates?

This can help you a little to plan your next date.

75. “Have you ever asked your friend to set you up? How did it go?

This question will help to throw light on how the previous dates have gone with the man sitting in front of you. 

76. “What is the one thing you love the most about yourself?

This is one of the ice breaker questions, that will help you understand how well your date knows themself.

77. “If given a choice would you prefer working or staying at home?

This question will also tell you something about the preferences of your date.

78. “What do you do to maintain your mental health?

This will tell you how well they understand the importance of mental health and what they do to maintain it.

79. “Are there some things about which you are intolerant?

This question will help you understand the things that they cannot stand and then you can judge how right they are in their approach.

80. “Have you ever been on a blind date?

have you ever been on a blind date

A simple question that gives a hint about their dating history.

81. “What is the one thing you can never stand someone doing?

Again, something that will tell you what they strongly dislike.

82. “What do you love most about your job?

If they love their job, this question will put a twinkle in their eyes and they will be filled with excitement when talking about it.

83. “What would you do to relax if you could get a 10-day leave from work?

This question will give you a clear idea about your date’s hobbies and help you see if they are workaholics or not.

84. “What is your guilty pleasure while you are at work?

A simple question to know them and how they are in their office.

85. “Do you enjoy spending time alone?

It will help you understand if they are an extrovert or an introvert.

86. “What is the one thing that makes you different from others?

Your date must use this question as an opportunity to talk about their strengths to you.

87. “Are you an introvert or an extrovert?”

A simple question to know about the personality of your date, so you can judge their likes and dislikes.

88. “What do you like most about yourself?

Again one question to know about their strengths. If they really love themselves, they will have a twinkle in their eyes while answering this question.

89. “Do you care about what others think about you?

If they really don't care about other peoples’ perceptions, it shows how strong and free-spirited they are. You are more likely to be happy with this kind of person.

90. “What is the one thing that is most important according to you in a relationship?

This will help you gauge their maturity when it comes to handling relationships.

91. “If given an option at what age would you like to stay forever?

This question can start a conversation about their childhood and teenage years. You can discuss what you liked most about your life when you were of these ages.

92. “What is one thing that I can learn from you?

Again this question will tell you about the strengths of your date and you might be surprised by some of them.

93. “If you only had 24 hours to live, what are the things you would do?

This is something about which your date might also not have thought about earlier. So give them some time to answer and get to know together what things are important for them.

94. “What is the food item that you can never eat?

Again something about their food preferences, which will tell you about where you should not take them on your next date.

95. “How good are you when it comes to communication in relationships?

This will help you understand how prepared they are in case you guys decide to get into a relationship in the future.

96. “What makes you happy?

A sweet, innocent question, which will help you see the real face of your date.

97. “What is the one characteristic that you are working hard to change in yourself?

We all have our negative traits, the important thing is that we keep evolving constantly and try hard to become a better version of ourselves.

98. “What was the strangest phone call you ever received?

This question may start an interesting story.

99. “What’s the silliest thing that you have ever looked up on Google?

A silly question to light up things.

100. “Describe an instance where you turned your boring day interesting by pulling something fun.

describe an instance where you turned your boring day interesting by pulling something fun

This question will help you know more about the personality of your date. It will tell you how fun they are and what they like doing the most.

101. “Do you consider yourself a feminist?

If you are getting into a serious relationship, your man must be someone who believes in gender equality.

102. “If you could do one thing for the rest of your life, what would it be?

Again, this question will tell you what they like doing the most. This might be something that even they did not know before.

103. “Is there a social issue you are most passionate about?

This will tell you how serious they are about the social causes around them and what they want to do about our society.

104. “Do you believe in gender equality?

In today’s time, you can not expect someone to answer with a ‘NO’ to this question.

105. “Do you sometimes feel lonely?

A question that will open the vulnerable side of your date.

106. “How do you cope with loneliness?

Everybody feels lonely sometimes in their life, the important thing is how you cope up with this loneliness as it tells a lot about your personality.

107. “What are your thoughts about adoption?

There is nothing wrong if you want to have biological children but the fact that you respect the people who adopt says a lot about you.

108. “Were things difficult for you at the time of lockdown during COVID-19?

The whole world faced a lot of difficulties and many lost their loved ones due to COVID-19. This question will allow you to share your suppressed emotions and things you went through due to the pandemic.

109. “Do you enjoy debating on controversial topics?

This will give you many topics to debate on for your next date. 

110. “Do you like meeting people online or the old-fashioned way?

This will give you an idea about the thought process of your date and their likings. There is no right answer here, just a simple question to understand each other better.

111. “What is the costliest item you have ever bought?

A simple way to know what things are important for them and how much they can spend on them.

112. “How would you describe your family to someone new?

This will help you understand the bond and relationship between their family members.

113. “What is your favorite sport and which team do you support?

A simple question to start a conversation about sports.

114. “What is one of your favorite childhood memories?

Get ready to discuss your childhood and be ready to listen.

115. “What do you do when you feel a need to vent?

Everything gets frustrating from time to time, asking this question will tell you how they regulate their negative emotions.

116. “Do you consider yourself boring?

Don't show any judgment if you want them to answer honestly.

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

Another straightforward question to know more about them and their qualities.

118. “How do you spend your free time?

This will give you an idea about their hobbies and their interests.

119. “Are you a romantic person?

A simple question to keep you prepared in case you want to take this date to the next level.

120. “What would you prefer – going on a quiet date with your partner or going out with them in a large group of friends?

what would you prefer going on a quiet date with your partner or going out with them in a large group of friends

Again, something that will prepare you for the future.

121. “Which is our favorite cartoon character?

A simple way to know what they appreciate the most in people.

122. “Where do you see yourself in five years?

Know about their goals and see if they align with yours.

123. “How religious are you?

Different religious ideologies can create problems in the future so make sure you both won’t force your opinions on the other party.

124. “How will you deal with a toxic relative?

This will show how much importance they give to their happiness.

125. “What is the one household chore that you hate the most?

Again something to prepare you for the future and know if they are ready to share the responsibilities.

126. “Are you still friends with your school friends?

It will start the discussion about friends and their importance in life.

127. “What are some characteristics that you are looking for in your partner?

It will tell you whether you are actually what they are looking for.

128. “What is your take on one-night stands?

Again, nothing to be judgemental about, just a simple question to start the conversation.

129. “Do you see yourself getting married someday?

Something that will help you get clarity about how things would be in the future.

130. “What is your favorite household chore?

Again something that will help if you are thinking about a future.

131. “Do you see yourself having kids someday?

Something about which you should be on the same page if you are thinking about a future.

132. “Do you have any tattoos?

If you can see their tattoos, give them compliments about them and ask stories behind them. They will surely like it when you show interest.

133. “What kind of a person do you think I am?

They might not be 100% honest, but it will give an idea about what they think about you.

134. “Do you think we have things in common?

It will show how attentive they were.

135. “What would you do if you found your favorite celebrity at the airport?

This will tell how crazy they can go about celebrities.

136. “Do you enjoy going on dates?

Not everybody likes the dating process, so better be sure.

137. “What is our favorite ice cream flavor?

Something that will help you in the future.

138. “What do you like more – big parties or small gatherings?

It will give you a peek through their personality.

139. “What was your nickname as a kid?

A cute question that will bring all the sweet childhood memories back.

140. “Are you the same in real life as you portray online?

are you the same in real life as you portray online

If it is your first date, they might not be completely honest about it.

141. “If you had to pick only one music artist to listen to for the rest of your life, who would you pick?” 

A question to know about their musical preferences.

142. “What is your favorite indoor/outdoor game to play?

It will tell you how active they are and what their interests are.

143. “What do you think are the most important things in a relationship?

It will show their maturity and will help if you decide to take things further.

144. “What is your biggest turnoff?

A question to know them better.

145. “What are you always game for?

A good question to know about their personality.

How Can You Prepare For Your First Date?

When looking for a partner, you must have a perfect ideal date that leaves a good impression of you on the other person. There are a few things that play a huge part in the success of your date and you should be mindful of them.

When meeting for a face-to-face meeting, you must pick a quiet, cozy place where you can talk to each other comfortably. Make sure you are on time when meeting your prospective partner and show positive body language.

While making the conversation, make sure that you are honest with the other person and ready to listen to them. Instead of talking only about yourself, you should be open to listening to them and understand where they are coming from.

FAQs

What’s a good icebreaker for a date?

While dating, even if you feel that you are on a mission, you must make sure that you enjoy it and that there is no awkward silence. Other than asking some good icebreaker questions from your match to start the conversation, you can also make your dates fun by playing some games.

What are some fun icebreakers?

Some fun icebreakers are playing some games like Quiz Questions, Two Truths, and a Lie, etc. These icebreakers are perfect for dates and help to know more about your match and their interests.

How do you break the ice on online dating?

To break the ice on online dating, you mustn't leave things on a simple ‘hi’. You should ask good icebreaker questions that get the conversation flowing and make your date interested in you. 

What are good open-ended questions for dating?

You must make sure to ask open-ended questions from your date as simple close-ended questions won't result in conversations and make your date more like a job interview. On the other hand, open-ended questions will be true icebreakers and give you both a lot to talk about!

How do you break the ice when you first meet someone?

To break the ice with someone you just met, you must make sure to ask open-ended icebreaker questions. Make sure to compliment your match and show interest when they are sharing their experiences. The most important thing is that you must be completely honest with your date.

In Conclusion

How has this content spoken to you? Do you have more tips on making sure that people have a perfect date? What has your experience in dating been like? We’d love to hear a word from you to help our readers. Please comment below!

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