Going on a second date can be nerve-wracking, but the key to success is in the questions you ask.
Having the right second date questions will create a comfortable connection and an engaging conversation.
According to the experts at Harvard University, “asking follow-up questions that show your genuine interest can take the conversation beyond polite dialogues and create more meaningful communication.”
So why wait?
Take some time to think of second date questions that will be sure to give you moments of pure joy!
As poet Khalil Gibran said: “Life without love is like a tree without blossoms or fruit.”
Table of Contents
10 Best Examples to Ask and Benefits
After a smashing debut, it’s time to take things up a notch with the second date. Brush up on these best second date questions to make this follow-up even more amazing than the first!
1. What made you decide to agree to a second date?
This question could be your key to having great dates – and it will help unlock which qualities they find attractive in you!
2. Who are you closest to in your family?
Get a peek into their family relationships and learn how much they value being part of a close knit unit. This question is an eye-opening journey!
3. What do you generally do in your free time?
Asking them what they like doing in their spare time is a great way for you to gain insight into who this person really is!
4. Do you enjoy your work?
Having a peek into someone’s professional life can give you an idea of who they are.
5. What do you fear the most?
By asking this question, you may know their deepest fears – it might just be the starting point for something much deeper!
6. What are your dreams?
Asking about their dreams is a great way to gain insight into the things that give them purpose and keep them going in life.
7. What do you expect from a relationship?
Are you and your lover on the same page when it comes to dealing with relationship goals? This question can help give you some clarity.
8. What are you really grateful for in your life?
Asking them this question is the perfect way to find out if they take life for granted, or truly appreciates everything!
9. Do you smoke/drink?
Making sure you’re on the same page about smoking and drinking can save a lot of headaches down the line. This question works!
10. Do you have any quirky habits?
Unlocking their passions gives an insight into what makes someone special – plus it’s great for sparking interesting dialogue.
Second Date Topics
A great way to have a successful second date is by coming up with interesting topics to discuss. Here are 10 second date conversation topics that are sure to keep things lively and engaging:
1. Talk about your favorite books.
2. Discuss what’s going on in the news.
3. Bring up your hobbies and interests.
4. Share thoughts on food and culture.
5. Explain what makes people unique.
6. Discuss travel dreams.
7. Talk movies & shows.
8. Chat about music & musical taste.
9. Discuss current events & issues worth tackling
10. Share thoughts & opinions on current trends & lifestyle choices being made by society today.
Second Date Questions List
If you’re getting ready for a second date, it can be helpful to consider a list of questions to ask on a second date ahead of time.
1. How did you feel after our first date together?
2. Did you know you wanted to go on a second date during our initial date or after it had finished?
3. What surprised you the most about me on our first date?
4. What parts of our first date did you enjoy and what do you think could have gone better?
5. What do you value most when you’re in a relationship?
6. How well do you think I’d get on with your friends?
7. What do you find most interesting about me?
8. Do you feel that kissing on the second date is appropriate?
9. What’s the worst date you’ve ever been on?
10. At what point in dating do you think you know whether you want to commit to something longer?
11. What could you talk to me about all day and night and not get bored?
12. Are you allergic to anything?
13. What’s work been like since we last saw each other? What impression of me did you get from our first date?
14. What’s on your bucket list, and have you completed any of it already?
15. Have you ever dated anybody you shouldn’t have, such as one of your friend’s exes?
16. Do you have any dreams you think you would never be able to achieve?
17. What would a perfect third date look like for you?
18. Do you consider yourself an introvert or an extrovert?
19. Have you chatted with anyone about our first date?
20. What did you do after you got home from our first date?
21. Now that you know a bit about me, was I who you expected me to be when you first met me?
22. What things do you think we have in common, and what don’t we have in common?
23. Where do you see yourself in five years?
24. What do you think are the best aspects of my character?
25. Were you nervous about coming back on this second date with me?
26. What have you been up to since our first date?
27. You mentioned you liked ____ last time, do you have any plans coming up with this in mind?
28. Are you in a friendship group? Tell me a bit about them. What do you all like to do together?
29. Have you been binging anything on Netflix since we last saw each other?
30. Is there anywhere you’re really hoping to travel to this year?
31. What’s a typical week like for you as a (insert their profession)?
32. What’s a typical weekend like for you?
33. Where do you like to go on vacation/holiday?
34. Do you think it’s appropriate or possible to be friends with an ex?
35. What about me do you want to know more about?
36. How many times have you been ghosted or done the ghosting?
37. Do you feel you’d like to have a third date after this?
38. Do you prefer to drive or use public transport?
39. What are your main goals now in your career?
40. What’s your ideal third date scenario?
41. What makes you happy?
42. What do you do when you’re feeling down?
43. What are some of your biggest accomplishments?
44. What have you always wanted to do but haven’t yet had the chance?
45. What do you think is the key to a successful relationship?
46. What has been your most difficult experience in life and how did you get through it?
47. Who are the people that have had the biggest influence on your life and why?
48. When was the last time you were in a relationship?
49. What are your non-negotiables in a relationship?
50. How close are you to your family?
51. Did you think we were compatible when you first met me?
52. Who are your best friends and what are they like?
53. How old were you when you first started dating?
54. Do you enjoy dating, or do you find it intimidating?
55. How are things going at your job? Do you enjoy it?
56. Do you consider yourself a religious person?
57. What are you most grateful for in your life?
58. What is the last book you read?
59. Who are some of your favorite authors?
60. What are you looking for in a relationship?
61. Do you prefer to read, watch TV, or play video games in your free time?
62. Do you have any siblings?
63. Where did you grow up?
64. What was your childhood like?
65. Who are you closest to in your family?
66. What’s the most treasured memory you have in your life?
67. What are you most grateful for in your life?
68. Do you have any hidden talents that not many people know about?
69. Do you feel like you are a good communicator when problems come up?
70. Are you doing a job now that you always wanted to do?
71. Would you ever like to be famous, and if so, what would that be for?
72. Have you ever traveled outside of the country? If so, where did you go and what did you think of it?
73. Do you have any close friends or family members that live far away from you?
74. What are you most passionate about?
75. How do you like to spend your summers?
76. If you won the lottery, what would you do with the money?
77. Are you a morning person or a night person?
78. Do you prefer summer or winter?
79. What is the best thing about your job?
80. Worst thing about your job?
81. If you could retire tomorrow, would you, and why or why not?
82. What kind of car do you drive?
83. What is your favorite type of car?
84. What is your dream car?
85. Where do you live?
86. Do you own or rent your home/apartment/condo/house?
87. How long have you lived there?
88. Do you like spending time out in nature?
89. Do you drink alcohol, and what are your opinions on it?
90. Do you work out or go to the gym?
91. Are you someone who would get into an open or casual relationship?
92. How much time do you spend with friends and socializing?
93. Do you feel like a relationship isn’t official until it is Facebook official?
94. What are your best and worst habits?
95. Do you like shopping?
96. What has been your proudest moment in life so far?
97. If you could make one rule for the whole world to follow, what would it be?
98. What’s the funniest situation you’ve ever been in?
99. Do you have any embarrassing stories from childhood?
100. Is there anything you don’t like about yourself and would love to change?
101. What are you really good at?
102. What are your biggest fears in life?
103. Who were your childhood role models?
104. Who do you look up to most in your life?
Things to Do on a Second Date
Going on a second date can be a nerve-wracking experience, but with the right activities it can be an enjoyable and memorable experience.
Whether you are looking for something to do at home or out in the city, here is a list of ideas for things to do on a second date.
1. Hop on a train and go down at a random station.
2. Go to a bookstore and gift each other copies of your favorite books.
3. Go skating (or learn how to!).
4. Visit the farmer’s market and take turns making meals.
5. Play games at an old-fashioned arcade.
6. Go fruit picking.
7. Try the worst rated restaurant in your city.
8. Take a dance class together.
9. Volunteer together.
10. Attend a themed party.
11. Join a marathon.
12. Test drives a (very expensive!) car together.
13. Create unique recipes using strange ingredients.
14. Visit a vineyard for wine tasting.
15. Paint or draw each other over some wine.
16. Take a baking or cooking class together.
17. Go on an impromptu road trip.
18. Try a local haunted house or ghost tour.
19. Take part in a tree-planting activity.
20. Create an entirely new cocktail together.
21. Visit an escape room.
22. Go on a historical tour of your city.
23. Attend a local poetry reading or open mic.
24. Visit a fortune teller together.
25. Race each other in go-karts.
26. Attend a local drag queen show.
27. Camp out at home.
28. Give each other a makeover.
29. Go on an art gallery tour.
30. Attend a burlesque show.
31. Stay at home and do crafts together.
32. Go horseback riding.
33. Make your own unique flavors of ice cream.
34. Plan a scavenger hunt for each other.
35. Go on a kayak or boat ride adventure.
36. Visit a zoo or petting zoo together.
37. Take part in a beach clean-up activity.
38. Go rock climbing.
39. Create a new perfume together.
40. Attend a comedy show together.
41. Visit a flea market together.
42. Try a gardening experience together.
43. Make your own coffee from scratch.
44. Challenge each other to an ikea furniture building contest.
45. Go on a sketching date at a botanical garden.
46. Challenge each other to a pottery making competition.
47. Create a short story while enjoying a picnic.
48. Dress up as your favorite characters to watch movie.
49. Go on a scooter adventure around your city.
50. Ride a hot air balloon.
51. Binge a whole series.
Final Thoughts
Having a second date can be both exciting and nervous, but the possibilities are endless!
The key to success is in what to ask on a second date!
So next time you’re feeling tongue-tied on a second date, try starting with some of above conversation starters.
Not only will these good second date questions help break the ice, but they’ll also give you a better sense of whether there’s potential for a third date – and beyond.
Do you have any other great questions to add to our list? Let us know in the comments below!