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200 Flirty First Date Questions to Get to Know Someone

Looking for flirty first date questions? Great – we have you covered!

It can be hard to know what to say on a first date and flirting is always a great way to break the ice. Instead of looking self absorbed with your flirting or making a comment that might be taken the wrong way, we suggest you instead ask some flirty questions. Questions are a great way to get to know someone on a deeper level and show you genuinely are interested in them.

Don’t know what to ask? No problem! We have done the hard work for you and thought about 200 great questions to ask on a first date – whether you want to go deep with some deep first date questions or are looking for questions for him or her, we have it all! The best first date conversation starters ever.

Deep Flirty First Date Questions

On a first date, you want to learn more about who your date is, right? But you also want to start forming a connection. Use these deeper but fun and flirtatious questions to break the ice. You can impress your date and start getting to know them on a deeper level.

What quality do you like most about yourself?

If you could go anywhere in the world, where would it be? Why would you choose to go there?

What do you think is your best physical attribute?

What is your biggest fear?

What other fears do you have?

What is your worst first date story?

What is something interesting about you that someone would never guess?

What is one thing you would really like to learn?

What is something you wish you were better at?

What is your favorite place in the world?

Where is the strangest place you have ever been?

Where is somewhere you have been and you would never go back to?

What is something you are really proud of?

What are your long term life goals?

If money were no limit, what would your dream career be?

What is your favorite part of your current job?

What is your least favorite part of your current job?

If you described your dream home to me, what would it look like?

Would you consider yourself more of an introvert or an extrovert?

What was your favorite tradition as a child?

What is your favorite tradition as an adult?

What did you want to be when you grew up as a kid?

Do you have any pets?

Would you consider yourself a cat or a dog person?

Do you have any brothers or sisters? If you do, how many?

Would you call yourself a morning person or more of a night owl?

What would your perfect morning be like?

What would your perfect night be like?

What is the best advice that someone has ever given you?

What is the worst advice that someone has ever given you?

If you never had to go to sleep, what would you do with all the extra time?

What is one of your guilty pleasures?

If you could give someone only one piece of advice, what would it be?

If you had enough money that you never had to work again, what would you do with your life?

Besides your parents, who taught you the most about life?

What is something that you worked really hard for?

What is the number one thing on your bucket list?

What is your least favorite part of dating?

What was a situation you experienced that seemed bad at first but ended up being a really good thing?

What is a really fun goal you set out to accomplish this year?

What is something fun you are trying to save up for right now?

What is one experience you have had that was so incredible you would love to relive it again one day?

What situation or place makes you feel like you are the most out of place?

What is the proudest moment of your life?

What was the best dream you ever had?

What is the scariest thing that has ever happened to you?

What is your worst bad habit that you are trying to break?

If you only had 2 days left to live, what would you do with your time?

If you could go back in time and change only one event in your life, which event would you choose?

Do you feel like you are living your life to the fullest right now?

See more: Signs he likes you but is hiding it

Flirty-date-questions

Funny and flirty first date questions

No date would be complete without at least a tiny bit of humor! You want your date to know you have a sense of humor. (And you want to make sure they have one too!) Ask them a few fun and funny but also flirty first date questions to get them laughing and lighten the mood.

What is your best dad joke?

What is something untrue you believed as a kid for way too long?

Would you tell me about your worst date?

What is your favorite meme right now?

What is the worst joke you have ever heard?

What is one food you absolutely cannot live without?

Do you have a go-to funny story?

What is the worst movie you have ever seen?

What is the funniest thing you have ever done just because you were bored?

What is the funniest pick up line someone has ever used on you?

What is the worst pick up line someone has ever used on you?

What is the best pick-up line someone has ever used on you?

What is something “trending” that you think is just ridiculous?

What is the oddest thing you have ever eaten and actually liked it?

What is your favorite animal?

What animal do you think is the cutest?

What animal do you think is the funniest looking?

Before you make a phone call, do you practice what you will say?

What is the most random fact that you know?

If you could become any animal, which animal would you choose? Why that animal?

How would you use your powers if you had the ability to read minds?

What is something you like but are kind of embarrassed to tell people that you like?

What was your favorite board game to play as a kid?

What was your favorite outdoor game to play as a kid?

Did you prefer to play outside or inside as a kid?

If someone gave you $5,000 and told you that you had to spend it all in one place, where would you go?

What is the funniest injury you have ever had?

If you could pick only one food to eat for the rest of your life what would it be?

What is one of the funniest pranks you pulled on a friend or sibling?

Did you ever get in trouble at school?

Is pineapple on pizza delicious or disgusting?

What would be the worst name you could give a kid?

Do you ever talk in an accent? What accent do you like to use?

If you got arrested, what would your friends and family automatically assume you did?

What is the last show you binge-watched?

What app on your phone can you not live without?

What household chore do you think is just the absolute worst?

What is the funniest thing you have ever had to search for on Google?

Do you set up an “emergency text” with a friend or family member in case you get stuck on a bad date?

Do you get the “Sunday Scaries” the night before work on Monday?

If you could choose one person to trade lives with, who would it be and why?

Have you ever gotten a text from the wrong number and texted them back like the person to prank them?

What social custom or activity do you find most confusing or dislike the most?

Did you have any nicknames as a kid?

What do you think the world will be like in the year 3000?

What do you think about couples that wear matching pajamas?

What is one food combination you eat that’s normal for you, but others might find strange?

Do you have a spirit animal?

If you tried to break any world record, what world record would it be?

If you were in a band, what would the name of the band be?

What is something everyone loves about you but you secretly dislike about yourself?

Do you sing in the shower?

If you could be invisible for one day only, what would you do that day?

If someone made a movie about your life, who would you choose to play you?

If someone wrote a book about your life, what would the title be?

See more:  Signs a guy is jealous and likes you

flirty-questions-to-ask-a-girl

Good but flirty Questions to ask on a 1st date

Go ahead and throw a little romance in the mix! You want your date to know you’re interested in them. Ask these flirtatious questions on your first date to turn the intrigue up a notch.

Do you enjoy trying new things?

Do you have any fun, secret talents very few people know about?

What are your biggest turn ons?

What are your biggest turn offs?

Do you have any hidden tattoos?

How would you describe your ideal relationship in one sentence?

What is something you think everyone should try at least one time in their life?

What do you do to unwind at the end of a long day?

Where do you think would be the best city to live in, other than the one you currently live in?

What is the most beautiful view you have ever seen?

What is the most relaxing situation you can dream up?

Would it be alright if I kissed you at the end of our date?

Do you think we will have a second date?

What are your plans for the rest of the weekend?

How do you like someone to show their interest in you?

What is your favorite type of gift to receive?

What is your favorite type of gift to give?

What is your primary love language?

How was the experience of your first kiss?

Do you prefer planned kisses or spontaneous kisses?

What is the first thing you usually notice about a person?

Do you usually have a specific type you go for?

Do you believe opposites attract when it comes to dating?

What does love mean to you?

What was your first experience with love like?

What is the most romantic thing you have done for someone?

Where is the farthest destination you have ever traveled?

If you stayed up all night long doing one thing, what would it be?

What are you thinking about right now?

Would you like to go on an adventure with me?

Can I tell you a secret?

What is your favorite weekend activity?

What do people usually say their first impression of you is?

Are you more shy or outgoing?

Who do you feel like brings out the best in you?

What is the most spontaneous thing you’ve ever done?

Do you like being spontaneous or do you prefer having plans?

Are you ticklish anywhere?

Do you have a go to party trick?

Do you typically follow the rules or do you feel like rules are meant to be broken?

What is the strangest DM you have gotten on social media?

Have you ever dated anyone or become friends with someone you met through social media?

Would you rather be considered super sexy or super smart?

How important do you think the first impression is?

What was your first impression of me?

See more: Flirty Emojis Guys use when they love you

Good flirty first date questions

Flirty questions for him (Girl to Guy) 

Let your date know you’re interested in him by asking him the following fun and flirty questions. You’ll get to know a little more about your guy while conveying your interest in him!

Do you believe everyone has a soulmate?

What are your favorite qualities for a woman to have?

What are your favorite physical attributes on a woman?

Do you prefer indoor or outdoor activities?

Would you rather go to the beach or the mountains?

Would you rather change your own oil or take it to the shop?

Would you rather go to a concert or a ball game?

If you could be a girl for one day, what would you do?

Do you prefer texts or phone calls?

How did you meet your best friend? How long have you been friends?

What is one thing you would like to ask a girl, but are scared to?

Did you play any sports as a kid?

What was your favorite subject in high school?

How excited would you be if someone made your favorite food for you?

Do you like to cook or would you rather order takeout?

What color do you think would look best on me?

If you could be either only smart or only good-looking, which would you choose?

How long did your longest relationship last?

How old were you the first time you fell in love?

Do you like to cuddle?

Did you ever have a crush on a teacher?

If you were granted 3 wishes, what 3 things would you wish for?

What is the nicest thing you have ever done for someone?

Would you rather be rich or be famous?

What is the strangest thing you find attractive about a girl?

What type of pictures would I find if I looked on your Instagram?

Would you rather be called hot or handsome?

See more: Questions to ask a guy to get to know his intentions

Flirty questions for her (Guy to Girl)

You’re interested in getting to know more about your date. And you want to make that obvious to her! Ask the following questions to get your date to open up about herself and learn more about your lovely lady. If you want more this post covers more flirty questions to ask a girl.

Do you believe in soulmates?

What qualities do you find most attractive in a man?

How would you describe your dream date?

Do you prefer indoor or outdoor activities?

Would you rather go to the beach or the mountains?

Would you rather go to a beach or a lake?

Do you like dancing?

Do you like coffee or tea?

If you could be a guy for one day, what would you do?

Would you rather call or text someone?

What is your all time favorite restaurant?

What is your favorite season?

What is something you say all the time?

What is the one thing you can’t live without?

What is one thing you would like to ask a guy, but are scared to?

What did you enjoy learning about most in high school?

Do you remember your first love?

Would you rather go to a big party or hang out with a small group of friends?

Would you be really excited if someone made your favorite food for you?

Do you enjoy cooking or would you prefer to eat out or pick something up?

What was your first thought when you saw me?

What color do you think would look good on me?

Do you know how much fun you are?

How long was your longest relationship?

What is the weirdest thing you find attractive about a man?

Would you ever ask out a guy you liked?

Would you rather get your nails done or get a massage?

Would you rather someone buy you dinner or buy you a gift?

Would you rather go shopping or go to dinner?

Would you rather be called beautiful or gorgeous?

See more: Signs he is slowly falling for you

Flirty first date questions for her.

Interesting questions

Nobody wants to spend time on a boring date. There needs to be some intrigue and the conversation should flow. Keep your date interesting and hold their attention with the following questions.

Where is the most interesting place you have traveled so far?

Where is one location you would never want to travel to?

What are you currently obsessed with?

Have you ever met a celebrity?

What’s the most interesting thing that has ever happened to you?

If you could choose any superpower what would it be? Why would you choose that superpower?

If you could trade places with anyone, who would it be and why?

If you could go back in time and meet anyone from the past, who would it be?

What is the last book you were really into?

What is your all time favorite movie?

What movies are in your top 5?

What TV series can you watch over and over and never get tired of?

What is your favorite type of music to listen to?

Who is your favorite music artist?

What is your all time favorite song?

What song do you like that you consider embarrassing?

What are your top 5 favorite songs?

Do you prefer to listen to Apple music, Pandora, or Spotify?

What is your all time favorite dessert?

Do you prefer sweet, salty, or savory foods?

If you won the lottery, what would you do with your winnings?

Where was your favorite place to go as a kid?

Would you rather go snow skiing or water skiing?

Would you rather live in a cabin with year round cold weather or on an island with year round warm weather?

Would you rather be hot or cold?

Would you rather have no sense of smell or no sense of touch?

Would you rather have a lot of casual friends or only one best friend?

Would you rather have someone clean your house for you for the rest of your life or have someone cook for you for the rest of your life?

What is the most interesting fact that you know?

If you could choose one person in any time period to have dinner with, who would it be and why?

Would you rather spend all day Netflix binging or spend all day reading a book?

Would you rather go for a long hike or go to the movies?

What is your favorite podcast?

Do you have anything you like to collect?

What is your all time favorite card game?

What would you consider the perfect birthday present?

Have you ever or would you ever consider starting your own business? If so, what business would it be?

What is your favorite type of exercise?

What was the best New Year’s Eve you have ever had?

What is your favorite holiday to celebrate?

Would you rather have hot chocolate or apple cider on a really cold night?

Did you play any musical instruments as a kid?

Do you still play any musical instruments?

Do you have a favorite word?

What is a “deal-breaker” for you with someone you are dating?

Have you ever gone bungee jumping? Would you ever consider going bungee jumping?

What time do you normally like to go to sleep?

What is the best thing that has happened to you so far this year?

What is the worst thing that has happened to you so far this year?

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