The Best Date Night Questions to Deepen Your Relationship

Entertaining and thought-provoking questions to spice up date night

Whether you’re just getting to know someone or you’ve been in a relationship for years, date night is the perfect opportunity to get to know your partner better. Asking open-ended questions allows you to connect on a deeper level, strengthening your bond as a couple. In this article, we’re providing a variety of questions to make you feel even closer to your partner. From silly, sexy, to deep, here are the best date night questions for your next romantic evening.

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Date Night Questions

2
What song gets you in the mood?
3
What’s the best gift you’ve ever received?
4
Do you prefer movies or shows?
5
What do you think is your best quality? What about mine?
7
If you could time-travel, which decade are you going to?
8
What’s the #1 thing on your bucket list?
9
What’s your favorite album of all time?
10
What’s something that reminds you of me?
11
What’s your love language?
12
Have you ever had a dream about me?
13
If you could meet one celebrity, who would it be?
14
What was your first impression of me?
15
Do you believe in soulmates?
17
When do you feel the sexiest?
18
What’s the first concert you ever went to?
19
Did you have any nicknames growing up? What’s the story?
20
Are you more like one of your parents? Which one?
21
What turns you on?
22
How would you describe me in 3 words?
23
If we made up our own language, how would we greet each other?
24
If you could change your name, what would it be?
25
What’s your favorite way to unwind?
27
What does your perfect day look like?
28
Do you prefer hugs, kisses, or cuddles?
29
What are your relationship red flags?
30
What’s something you wish you were better at?
31
If you had to choose my outfit, what am I wearing?
32
What’s your earliest memory?
33
What’s your favorite scent?
34
What was your dream job as a kid?
35
If someone made a movie about us, who would play us?
37
If you could stay at one age forever, which age would you be?
38
How are we similar? Different?
39
If you could only eat one meal for the rest of your life, what would it be?
40
If you could have any superpower, what would it be?
41
What’s your dream vacation?
42
If you could live in any fictional world, where are you going?
43
Do you believe in aliens?
44
What’s your biggest irrational fear?
45
What’s your favorite thing to do with me?
47
When’s the last time you cried?
48
What are 5 things you can’t live without?
49
When do I look the most attractive?
50
What’s the best compliment you've ever received?
51
What are you most grateful for?
52
What’s your biggest accomplishment?
53
What’s your favorite movie genre?
54
What’s your favorite band?
55
When was the time you felt the closest to me?
57
Who was your first celebrity crush?
58
What would you do for the rest of your life if money wasn’t a concern?
59
What’s your favorite thing that I do in bed?
60
If our relationship had a theme song, what would it be?
61
If you were an Olympic athlete, what sport would you compete in?
62
If you could have dinner with 3 people, dead or alive, who would they be?
63
What’s the best advice you’ve ever received?
64
Would you rather explore space or the deep sea?
65
If you could create your dream band with 5 solo artists, dead or alive, who would be in it?
67
What’s the first thing that comes to mind when you think of me?
68
Do you have any hidden talents?
69
If we switched places for a week, what’s the biggest thing I would learn?
70
What’s the funniest thing you believed in as a kid?
71
What’s the most adventurous thing you’ve ever done?
72
Do you believe in love at first sight?
73
What’s your favorite physical feature about yourself?
74
If you could only listen to one artist for the rest of your life, who would it be?
75
If you were invisible for a day, what would you do?
77
What advice would you give your younger self?
78
What’s your favorite holiday?
79
Do you consider yourself more introverted or extroverted?
80
Which friend are you closest to?
81
What’s something you’ve always wanted to ask me?
82
Do you prefer staying in or going out?
83
If we had to move to another country, where would we live?
84
If you could change one decision you made in your life, what would it be?
85
Would you want to retire in the city or countryside?
87
What was your favorite TV show growing up?
88
What could you write a book about?
89
What’s something that makes you fall asleep?
90
What’s the coolest thing about your family?
91
What’s an instant turn-off for you?
92
What keeps you up at night?
93
Would you rather live without salt or sugar?
94
Have you ever won an award or giveaway?
95
What habit would you break with hypnosis?
97
Would you rather eat fruit or vegetables for the rest of your life?
98
If we were stuck on a desert island, how would we survive?
99
What competition show do you think you would do well on?
100
What’s your favorite YouTube channel?
101
What’s at the top of your wishlist?
102
Would you rather be better at singing or dancing?
103
What’s your favorite meal of the day?
104
If you could guest star on any TV show, which would it be?
105
What’s the hardest decision you’ve ever made?
107
If you could invent something, what would it be?
108
Who’s your hero?
109
If you could speak any language, what would you choose?
110
If you had an extra hour every day, what would you do?
111
What’s the biggest misconception about you?
112
Where do you see yourself in 10 years?
113
What’s your biggest question about life?
114
What was your favorite class in school?
115
Is there a skill you wish you were taught as a child?
117
What’s something interesting you learned this week?
118
How many times have you moved in your life?
119
If you were an animal, what would you be?
120
What’s the best concert you’ve ever attended?
121
What’s something that you think is underrated? Overrated?
122
When did you feel like you became an adult?
123
What’s the first thing you bought with your first paycheck?
124
Would you rather be too hot or too cold?
125
What do you miss the most about childhood?
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Question
How can I make my date night more fun?
John Keegan
Dating Coach
John Keegan is a Dating Coach and motivational speaker based in New York City. With over 10 years of professional experience, he runs The Awakened Lifestyle, where he uses his expertise in dating, attraction, and social dynamics to help people find love. He teaches and holds dating workshops internationally, from Los Angeles to London and from Rio de Janeiro to Prague. His work has been featured in the New York Times, Humans of New York, and Men's Health.
John Keegan
Dating Coach
Expert Answer
Turn your conversation into a guessing game rather than asking questions. Instead of asking "Where did you grow up," you might say "I'm gonna guess where you grew up based on your mannerisms and accent." You'll create a fun moment where you're really engaging with the other person, and then they know whether you're right or wrong. It doesn't matter if you guess correctly or not—it's all about the fun of the process!
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Tips

Be mindful of your questions to prevent a potential argument. While you shouldn't avoid discussing touchy, serious topics with your partner, save them for another occasion when you can fully focus on the conversation. Instead, focus on uplifting questions about their childhood, interests, or dreams.
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