127 Sure-Fire Questions to Ask on the First Date- All you need!

by Updated on October 23, 2019

Let’s be honest: 90% of the time spent on first dates is usually nerve-racking; even if it doesn’t show on the outside. You’ve finally gone out with the person of your dreams, but the uncertainty of their validation makes everything frustrating, at the very least.

“Are my jokes funny enough?” “Do I look good enough?” “Did I pick the right spot for the date?” These and many more questions are bound to go through your minds during this trying moment, regardless of your age.

Trust us! The frustration is normal- especially if you both have the right intention for each other. There are many ways of avoiding the pitfalls that come with awkward first dates, but the best is the use of questions.

Getting the first-hand response to some of the serious, funny, deep and flirty questions could not only lighten up the mood but also make your date comfortable around you.

Without much ado, here are 127 questions you should have in mind when going on a first date:

First Dates Questions

Normal first date questions

The first thing you would want to do on a normal first date is to clear the air. And what better way than to ask normal questions?

1: What is one thing that makes you unique?

2: What are two of the things you are proud of in life?

3: What are the most random facts about you?

4: Who are the top 5 most important people in your life?

5: What is the one thing you wish you were better at?

6: What is your favorite place in your town?

7: What is your dream destination?

8: What is one thing that bugs you?

9: What are the top 3 movies you’ve watched?

10: Who is the most interesting person you’ve met?

11: What do you do during your free time?

12: What is the title of the last book you read?

13: Do you prefer indoor or outdoor dates?

14: What’s the furthest you have traveled?

15: What is the riskiest adventure you have been on?

16: Your favorite non-alcoholic and alcoholic drink?

17: Are you a religious person?

18: What’s your favorite restaurant?

19: Do you have any pets?

20: What international brand do you prize most?

21: How many siblings do you have?

22: What have you always wanted to become?

23: Are you a morning person or the exact opposite?

24: What genre of movies do you enjoy watching?

25: Who is your best author?

26: Which Television series have you never gotten over?

27: If you had all the time and money, what would be your hobbies?

28: If you were to stay up all night, what would you be doing?

29: What is your perception of the perfect vacation?

30: What are you best known for in your family?

31: Who is your inspiration musically?

32: What would your perfect day be like?

33: What is the best and worst thing that has happened to you this year?

34: What is your best way to unwind?

35: What country would you never like to visit?

Deep first date questions

Deep first date questions

After getting acquitted and laying a strong friendly foundation, you can opt to take things to another level. Though a bit risky, these questions may pay off in the end. You must be careful not to seem too intrusive.

36: What is the most awkward fear you have?

37: What are some of the negative things you have been addicted to?

38: What is the strangest place you’ve ever visited?

39: What are you obsessed with currently?

40: What is the most embarrassing thing that has ever happened to you?

41: What has been the best year of your life so far?

42: What is the smallest decision that has had a great impact on your life?

43: When was the last time you sang someone else a song?

44: When was the last time you dated?

45: If you knew you were going to die in 6 months, what would you change in your life?

46: At what time do you feel most out of place?

47: When do you mostly demand personal space?

48: What is the most bizarre thing someone has ever said to you?

49: What do you love but are embarrassed to ever admit?

50: When was the greatest turning point in your life?

51: What is the hardest you have worked to achieve something?

52: Have you ever been dumped?

53: Which friendship has had the greatest impact on your life?

54: What are some of the situations you try avoiding most in life?

55: If you could have the answers to three questions, what would they be?

56: What do you fear most?

57: What was your family’s perception of you growing up?

58: What do you value most between love and loyalty?

59: What is the scariest thing that has happened to you?

60: What is the most notable turning point in your life?

61: Do you have any hidden tattoos? Where?

62: Have you ever peed in a public place?

63: What weird talent or skill do you have?

64: Have you ever been suspended in school?

Flirty first date questions

At one point or another during the first date, you may have gotten the urge to kickstart a kinky conversation but have no idea of how to do it. Here are some of the questions that could help you out. You can start is simple and see where it leads.

65: Do you know you drive me a little crazy?

66: Wanna go somewhere quiet?

67: Do you believe in love at first sight?

68: Would you like to go out with me again?

69: What’s behind that beautiful smile of yours?

70: You do realize you’re amazing, right?

71: What makes you tick?

72: Where can I get eyes like yours?

73: What’s your type?

74: Is it too soon to tell you how great it feels being around you?

75: What are you thinking about now?

76: Do you think you could fall in love today?

77: What would it take to know you more?

78: You make me happy. Can I return the favor?

79: How much deeper do you want me to fall for you?

80: Wanna go for an adventure together?

81: How much longer will it take you to notice me noticing you?

82: Your atoms like my atoms, what great chemistry?

83: Are you usually this fun to be with?

84: Did I just catch you checking me out?

85: Are you feeling adventurous tonight?

86: Where should we go after this?

87: Are you ready to fall in love?

88: Do you feel butterflies like I do?

89: You know you’re the most beautiful person in the room, right?

90: Do you want to know a secret?

91: You don’t seem to realize how amazing you are, do you?

92: Are you a hopeless romantic?

93: Do you have plans for the rest of your life? Or should I help you make them?

94: What kind of hugs do you like most?

95: Can I keep staring at you?

Funny first date questions

Funny first date questions

Sometimes, the silence on a first date can get so loud and awkward. The best thing about this set of questions is that you can throw them at any given point. The delivery, tone, and facials also matter.

96: What are some of your worst nicknames?

97: Can we consider eyebrows as facial hair?

98: What are your funniest moments in life?

99: If you could have a superpower, what would it be?

100: What is your favorite guilty-pleasure show on TV?

101: What type of food can’t you live without?

102: Why do banks have branches if money doesn’t grow on trees?

103: If you could trade lives with someone, who would it be? And why?

104: What movie star would you date, given the chance?

105: Which cartoon character would you say you resemble most?

106: If Cinderella’s shoe fit well, why did it fall off?

107: If you would be a DJ, what would your name be?

108: Where is there a light in the fridge if we shouldn’t eat at night?

109: Who was your first celebrity crush?

110: Have you ever texted a random person just for fun?

111: What’s the funniest dream you’ve ever had?

112: Do you love grocery shopping?

113: What is your ideal spirit animal?

114: Have you ever had to make people laugh?

115: What’s your favorite karaoke song?

116: What’s the worst joke you’ve ever had?

117: Have you ever pretended to laugh at a stale joke?

118: What is your best random food combination?

119: What are some of the best pranks you’ve ever pulled off?

120: Have you ever drunk texted someone and later regretted it?

121: Who’s your favorite stand-up comedian?

122: What are some of the happiest moments of your life?

123: Which celebrity would you wish was your best friend?

124: What accent can you mimic?

125: What was your worst job and why?

126: If you could switch your gender today, what’s the first thing you would do?

127: What’s one thing that looks funny about me?

Also Read: 137 Flirty Questions To Ask A Girl

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