100+ Icebreaker Questions for Dating so There’s No Awkward Moment

The frustration of going on a date with someone for the first time is so real. There are hundreds of questions that come across your mind that need to be answered. Where should you take her/him to? What food and drink should you guys have? What should you talk about? Those all need to be prepared beforehand for a smooth first date. Here are 50 icebreaker questions for dating that you could ask your dating partner that we find the most interesting and intimate. 

100+ Icebreaker Questions for Dating To Have A Smooth Conversation

Icebreaker Questions for First Dates About Hobbies

People’s hobbies are the easiest topics to discuss. They are not too private or common, so you can have a clearer picture of each other. Once you share some interests, you should find it simpler to carry on the conversation and level up your relationship. Get some suggestions below we have for you:

1. What is your favorite song?
2. What is your favorite album?
3. Who is your favorite singer?
4. Who is your favorite band?
5. Whose concert would you like to attend?
6. Which K-pop group do you like most? 
7. What is your number one comfort movie? 
8. Which Netflix series have you been watching again and again?
9. Who is your favorite actor or actress?
10.  Do you have a favorite painting or sculpture? 
11. Which is your favorite museum?
12. Which era in history do you think has the best arts and culture? 
13. Would you rather see a horror movie or a comedy? 
14. Have you ever encountered a celebrity? How was the meeting? 
15. Who was your celebrity crush when you were a kid? 
16. Were you team Jacob or team Edward?
17. What was your favorite comfort food as a child, and what is it now?
18. What would you love to snack on any time, any day?
19. Coffee or tea break? 
20. Chocolate or vanilla ice cream? 
21. French or Italian cuisine?
22. Sushi or dim sum?
23. What is your favorite sport? 
24. Which is your favorite team of all time?
25. Do you love going to the gym?
26. Swimming or hiking?
27. What is your favorite cake flavor? 
28. Which Starbucks flavors would you like to recommend?
29. Would you like your steak rare, medium rare, medium, or well-done? 
30. What would you like to do in your free time?
31. Are you a cook or a baker?
32. What is the food that you might cook best?
33. If you could only eat one food for the rest of your life, what would it be?
34. How would you like to spend your weekends?
35. Are you an animal lover? 
36. Are you a cat person or a dog person? 
37. Do you have any pets at home? 
38. How would you like to spend your leisure time with your pet?
39. Have you ever had an abnormal pet animal? 
40. What is your opinion on taking pets as if they are your child? 
41. Where is the best place that you have visited? 
42. How would you describe your ideal summer/winter vacation?
43. Which is the destination that you have always had in mind but have not had a chance to go?
44. Can you name the most exotic food that you have tried when traveling?

Personal Ice-Breaking Questions for the First Date

Other than questions about one’s preferences and interests, a couple could get to know each other better with more personal questions about early life, career, or love life. The answers to these questions will have a huge impact on your relationship since you now might have more understanding of your partner. 

45. Where did you go to college?
46. If you can describe your childhood in three words, what would it be?
47. What was your nickname as a kid?
48. Did you have an imaginary friend?
49. Do you look more like your dad or your mom?
50. Do you have any siblings? 
51. Did you guys ever fight? 
52. Which one is the closest one to you? 
53. What is the most cheerful moment that you will never forget?
54. What was your most terrifying experience?
55. When was your first time skipping school? 
56. What was the wildest moment from your college life?
57. What is the turning point in your youth that makes you the person you are today?
58. Do you have a friend that you will always remember even though you guys are no longer in touch?
59. Who is your BFF?
60. Who is your partner in crime?
61. How did you choose your major?
62. Was there a moment when you wanted to give up everything?
63. How was your self-improvement journey?
64. How would you rate your job out of ten?
65. Are you happy with your career choice? 
66. Are you planning to switch your career path?
67. Is there something that you are really good at but cannot live off of? 
68. Did you have all the support you needed from your family as a young adult?
69. What was the biggest challenge that you overcame successfully?
70. Do you think that commitment is essential for a long-lasting relationship?
71. What are your thoughts on casual catch-up?
72. How often do you want to have a romantic date? 
73. Are you more attracted to appeal or mind? 
74. In your 70s, where do you imagine yourself? 
75. Do you want to retire early or want to work as long as you can?
76. Where do you want to spend your honeymoon?
77. Where do you want to spend the rest of your life?
78. Where do you want to get married? 
79. Which age do you think would be ideal to have kids? 
80. What is the deciding factor of a long-term relationship? 
81. Do you believe in love at first sight?
82. Do you have a targeted love goal?

Silly Date Night Icebreaker Questions

Icebreaker questions for first dates could be about anything. Besides hobbies or interests, you might use the most random questions to carry on the conversation. Are you planning to ask?

83. Would you rather stay on an island or on a ship for a year?
84. If you were stranded on a deserted island, who/what would you bring with you?
85. When you are drunk, what is the food that you always crave?
86. Do you think that having more money means more happiness?
87. What do you think about people spending time with their own self sometimes? 
88. Have you ever thought of traveling alone? 
89. Could you name the craziest experiences when traveling?
90. Would you rather go to the Sahara desert or the South Pole?
91. Have you ever tried some bizarre food that you find enjoyable?
92. What is the most cringey thing you have ever said? 
93. Can you tell me about the messiest dish that you have made?
94. If your best friend and your boyfriend are drowning, who would you save first?
95. If you were a boy/girl, what would be the first thing you would like to try? 
96. If you have ten million dollars immediately, what would you spend on first and foremost?
97. Would you prefer a lazy job with minimum wage or a high-stress job that pays well? 
98. Who is your biggest rival at work?
99. If you were the President of the United States, what would you do?
100. What is a reality show that you would like to be on?
101. What is a movie character that you would like to live as?
102. Out of all the pet animals, which one would you like to become for 24 hours?
103. Where do you see yourself if you have the superpower of teleporting? 
104. How would you treat yourself if you won the lottery? 
105. World peace or hunger resolution? 
106. If you could be born in another country, which one would you choose?
107. If you have two tickets to the moon, who would you take on that trip?
108. Why did Elon Musk ruin Twitter? 
109. Imagine that you are in a restaurant and your favorite artist comes over your table for a toast, how would you react? 
110. If you accidentally farted so loudly in front of your coworkers, what would you say to cover it?  

Lovely 1st Date Questions and Icebreaker Ideas

Once somebody finds that you are more adorable, there is a higher chance that he/she will be attracted to you even more. Lovely icebreaker questions for first dates will keep both of you interactive and talkative. They’re the easy way to carry on a conversation without making it awkward.

111. What is the cutest thing you have ever seen?
112. Do you find puppies adorable? 
113. Who is the most caring person you have ever met? 
114. What kind of a parent would you like to be in the future?
115. Do you think that kids are the cutest when they learn to walk and talk? 
116. Which cartoon character do you think is the most lovable?
117. Don’t you think Kung Fu Panda is overrated? 
118. What is the most adorable food that you do not even want to eat?
119. What do you think is the most adorable feature of a cat? 
120. Where is a character cafe that you would like to visit?
121. Why is everything in Japanese so cute?
122. What is the ultimate cute reaction that might melt your heart?
123. Out of all the dog breeds, which one do you find the most adorable?
124. Do you prefer small dogs or large dogs?
125. Don’t you agree that toy poodles are so tiny and cute?
126. Do you love to spend time with your nieces and nephews? 
127. What is a toy from your childhood that you still have now?
128. What do you think about spending a whole day in a theme park? 
129. Who is cuter, Nicki Minaj or Cardi B?
130. Would you like to try the Y2K style? 
131. What does your Pinterest board look like?
132. What is your ultimate aesthetic? 
133. Do you think that boys and girls should all play with any color that they want to? 
134. Do you find clowns funny or creepy? 
135. What is your thought on a grown man obsessed with strawberry ice cream and milkshake? 
136. What are your thoughts on the coquette aesthetic?
137. Would you love to try on the coquette aesthetic?
138. Who do you think is the most adorable K-pop idol?
139. Who do you think is the definition of cuteness in BLACKPINK?
140. Have you ever filmed a silly TikTok video?
141. Would you like to film one with me?

Icebreaker Questions for First Dates About Wellness and Mindfulness

During the pandemic, many people have learned about wellness and mindfulness to have a better life. At the first meeting, a couple might share their experiences and tips to maintain a healthy and balanced lifestyle. These are the questions that will help you to achieve that. 

142. How often do you work out? 
143. Your figure looks amazing. What do you do to stay in such good shape?
144. Do you work out in the morning or the evening? 
145. What is your secret to gaining muscles without gaining too much weight?
146. Have you ever taken Pilates? 
147. Would you like to go jogging or hiking on the weekend? 
148. Do you think that alcohol ruins our lives? 
149. What is your fitness goal?
150. Have you ever had to lose or gain weight? 
151. What is your thought on gym enthusiasts? 
152. Do you work out to look good or feel good? 
153. How often do you meditate? 
154. What would you like to do to relieve stress? 
155. Don’t you think that processed food is the most poisonous food source in the world?
156. What would you like to have for a cheat meal?
157. What would you do to keep up with the latest fitness trends? 
158. Which is your favorite source of lean protein?
159. Do you think that overnight oatmeal is the best breakfast option?
160. Can you share your favorite breakfast recipes? 
161. How often do you prepare your meals? 
162. Don’t you think that working out together might strengthen a relationship?
163. How would you like to spend a weekend not feeling guilty afterward?
164. What are your suggestions for a work-life balance routine?
165. Can you describe your morning routine? 
166. Do you believe in healing rituals such as praying and meditating? 
167. Who is your favorite fitness influencer?
168. What is your secret for staying calm during tough times? 
169. What would you do when you feel burnt out? 
170. Isn’t doing yoga the most effective way to achieve wellness and mindfulness? What is your opinion on that?
171. What would you do to come up with new ideas?
172. What is the most effective way to boost your creativity and productivity?

Last Words from Loveable, 

The first date is so mesmerizing and challenging at the same time because it directly affects your relationship afterward. With the suggested icebreaker questions for first dates that are listed, you will find a way to take control of your first date and impress your partner. 

On the other hand, you should also note that it’s essential to keep a clear and relaxed mind so that everything will not turn out awkward. Shyness will cause silence, and silence will cause embarrassing moments. Whenever you feel nervous, it’s best to stay calm and communicate. That’s the key point for an unforgettable and smooth first date.