First Date Questions: Perfect Questions To Ask

Cheers! You've finally worked up your courage and asked your crush out on a date. The first date is like walking on an uncertain narrow bridge which might come toppling down any minute. They are like the movie part keeping you on the edge of a seat, full of suspense and in fear of the next move. First dates need to balanced well; it requires skill not to come on too firm nor too desperate either. You don't have a chance to mess up as it is the only shot for a second date.

The first dates are super stressful as you have to plan the date and make sure they have a good time. What do you need to do to schedule the second date before the dessert arrives?. It's nothing but proper planning and engaging conversations with your partner. Good preparation for a first date impresses them at the moment. Yet what will impress them enough to come over for a second date is your ability to engage them in a thoughtful, funny, witty and engaging conversation.

For an ice breaker, a simple 'Hey, How are you doing?' or 'How was your weekend?' immediately gives your date a friendly vibe. These simple questions are a big deal on a first date. It gives them a sense of familiarity and calms down things, and cuts open the awkwardness of two strangers. Studies show that on a date with women failed humor, empty compliments, or cheesy compliments do not work. They would rather root for an interesting conversation with their dates. Women tend to be more attracted to those who have an engaging conversation which is both funny and intuitive.


So what questions can you shoot to win your woman over? Don’t you worry for here we have put together the most awesome list of questions for your first date. Choose those that interest you and pick those that might be interesting to your partner. This way nothing can go wrong. 


50 questions you can ask the first date


  • What’s your most prized possession?
  • What’s a perfect day according to you?
  • In case you had to pick anyone in the world to have dinner with you, who would you pick?
  • If your life was a movie, Which movie does it resemble?
  • What is the best gift you have ever received? Or given someone?
  • What is your biggest pet peeve?
  • Which is your favorite holiday: Christmas or Halloween?
  • What’s the best advice you have ever received? Did you follow it?
  • So tell me about this beautiful intellectual before me?
  • What are your favorite restaurants around here?
  • Do you dislike any food items?
  • What were the high points and low points of your week?
  • Who is your biggest inspiration?
  • What is your favorite show on Netflix?
  • What's your biggest fear?
  • What is your biggest regret?
  • What was your dream to become as a child?
  • Are you adventurous or rather stay at home type?
  • Which family members do you resemble the most?
  • Tell me about your closest friends?
  • What were you like as a kid?
  • Which fictional character do you relate to the most?
  • Which is your most favorite meme of all times?
  • Which on-screen pair is your favorite?
  • Which actor will play you if your life was a movie? 
  • What is the most important thing I should know about you?
  • What was the most embarrassing thing you did as a child?
  • What's your plan in case of a zombie apocalypse?
  • How long do you think you will survive in a haunted house alone?
  • Know any good jokes?
  • What is the evilest thing anyone has ever done to you?
  • What do you think makes you unique?
  • What is your favorite book?
  •  What is something you want to learn or wish you were better at?
  • What's something you are proud of?
  • What is your bucket list?
  • Which app on your phone do you spend the most time on?
  • Would you like to be famous? If so for what?
  • What was the last song you sang to yourself or to someone else?
  • Name three things you think we might have in common?
  • If you could go back to your childhood to change something what would it be?
  • If you had a time machine, what would you do?
  • Have you ever imagined how you might die?
  • Is there something you have dreamed of doing and n\have not done it yet?
  • What do you value most in a friendship?
  • What is your most treasured memory?
  • What is your most terrifying memory?
  • What, if anything is too serious to be joked about?
  • What is your dream pet?
  • When did you last cry to someone and who?
  •  Do you have any birthmarks? If so, where?
  • Would you rather go skydiving or Bungee jumping?
  • If you could change careers right now what would you choose?
  • What makes you happiest?
  • Which country do you want to travel badly?
  • Tell me a joke?
  • Which was the last movie that made you cry?
  • Who is your favorite movie character?
  • Did you have an imaginary friend when you were a child?
  • Which character is your favorite from books?

  • Do you believe in aliens?
  • Do you believe in ghosts?
  • Do you have any experience with ghosts?
  • What is your favorite food?
  • Who do you think is your celebrity doppelganger?
  • How would you spend 100 million dollars?
  • Name one of the most ridiculous things you have done?
  • What advice would you give to your younger self?
  • How many languages do you know?
  • How many accents can you do?
  • Can you impersonate any celebrity?
  • What is your worst nightmare ever?
  • If you could change one thing about your life what would it be?
  • If you could relive a moment and change your decision what decision would it be?
  • Would you rather throw your phone in the water for 24 hours or bury it for 24 hours?
  • What superpower would you like to have?
  • Who is the person that you will risk your life for?
  • Who is one who cares for you the most?
  • Who do you care for the most?
  • Would you eat only fries all day or only pizza all day?
  • How and when did you meet your best friend?
  • Which Disney movie is your favorite?
  • Do you have any weird talents?
  • What’s an accomplishment you are really proud of?
  • What do you hate most in these dating procedures?
  • If you were to be alone with a person for a whole month who would it be?
  • Is there someone who you will never want to see again in your life?
  • Is there anything you regret saying to someone?
  • What was the last incident that left you breathless?
  • DO you have any tattoos on you? What do they mean?
  • If you could dye your hair what color would you get?
  • Do you have a bucket list? What are on it?
  • Have you already accomplished anything from your bucket list? When and how?
  • What would you do if you were a guy?
  • What would be your first reaction if you woke up to be a famous person one day?
  • Is there any high school teacher who you are fond of?
  • Is there anything you would like to do but afraid of what people might say you have not done?
  • What is the best relationship advice someone has given you?
  • Is there a song that is relatable to you?
  • Who is your favorite music artist?
  • Which artist’s concert would you like to go to?
  • If I ask your friends about you what would they say?
  • What’s your most-used emoji?
  • Do you have any embarrassing nicknames?
  • What is your go-to cheat meal?
  • Have you ever broken a bone?
  • Do you think you are the funniest person of all?
  • Tea or Coffee?
  • Which season is your favorite?
  • Are you more of a morning or night person?
  • If you won the lottery, what is the first thing you would buy?
  • What is one thing you would like to receive as a gift?
  • What is the most romantic thing according to you?
  • Would you rather adopt a child or a puppy?
  • What is your favorite show on Netflix?
  • What is the sweetest thing a guy can do?
  • Do you think you are a hopeless romantic?
  • Have you ever lied and got caught?
  • What is the funniest rumor you heard about yourself?
  • What is your go-to Starbucks order?
  • Have you ever kept a new year's resolution?
  • Which dish do you cook the best?
  • Is there any job you are bad at?
  • Have you ever traveled outside of the country?
  • What about you do you think surprises people more?
  • What was your favorite family vacation spot as a child?
  • Have you turned out to be the same as you imagined to be when you were a child?
  • What was your favorite toy as a child?
  • What was your favorite movie growing up?
  • What was the last book you read?
  • What is one situation that moved you?
  • Do you think you are beautiful?
  • DO you remember something a stranger has said to you over the years?
  • What makes you sad?
  • What makes you happy?
  • What are you passionate about?
  • What is the worst thing you have ever done?
  • What do you think is your greatest strength?
  • If you were to be a vegetable what vegetables would you be?
  • What is the craziest thing someone has ever said to you?
  • If you were to start a band, what would you name it?
  • What’s your favorite word?
  • What was your first concert?
  • What is the stupidest thing you have ever bought?
  • What is your astrology sign?
  • Who are you? An Ambivert, Introvert, or Extrovert?
  • What is your favorite sport?
  • Has a book ever changed your life?
  • Have you ever had a near-death experience?
  • Would you ever go on a second date with me?

    Here the first date has been broken down into different levels. The first level is ‘ not a stranger anymore’. Here is where the questions make them more comfortable and you become more familiar.

    • What do you do? And for how long?
    • Where are you originally from?
    • Where did you finish your schooling?
    • What was your major?
    • In which part of the city do you live in?
    • Do you live with your family?
    •  According to you what is the best thing about this city?

    The next level is ‘One step at a time’. This is the part where you should balance between nice and nosy. Any wrong move makes you look like a stalker or an annoying person.

    • What are your hobbies?
    • Are you a movie geek or a series lover?
    • What is your most recent favorite movie or series and why?
    •  What kind of music is your jam?
    • Do you like traveling? Where have you been to recently?
    • What was the most recent meme that cracked up?
    • Which Tik Tok trend is your absolute favorite?

    The next level is ‘I feel the spark’. After these normal questions if you feel like this might work, or you sense a connection between you too. We can move to a bit more personal space.

    • Are you a dog or a cat person?
    • What are your nicknames?
    • Do you have any siblings?
    • Coffee or tea?
    • What is your dream destination?
    • Are you a morning person or a night person?
    • Are you career-driven?
    • What are you most passionate about?
    • When is your birthday?

    Next is the crucial ‘let them know’. This is the part where you subtly inform your date that you enjoyed this date. This can also be the part where you convince them to go on a second date with you.

    • Can we split the cheque, please?
    • How is your schedule for this week?
    • Did you like this place?
    • Do you have plans for the weekend?
    • Are you busy this week?
    • How are you getting home?

    Finally here are a few bonus flirty lines which might impress your date enough to buy you a second chance.

    • What is the thing that first attracted you to me?
    • What is the biggest turn on in a partner for you?
    • What do you think is the most essential in a relationship?
    • What’s Something I Wouldn’t Guess About You?

    These are just about enough to win over the beautiful lady for a second date. Just remember that women don't like men that come out as arrogant and straightforward in their first dates. The key here is to carry yourself like the gentleman you are. 


    More Game and Questions:

    Self Reflection Questions

    How Well Do You Know Me Questions

    Never Have I Ever Questions

    Questions To Ask a Guy Over Text

    Deep Questions That Make You Think