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How Well Do You Know Me

Looking for “how well do you know me” questions? We often try to guess how well our family members, close friends, and relatives know us. It is easy to take a relationship for granted, but to understand how much someone cares about us – we must test things out properly.

In this article, we bring you the top questions which will let you know how close you are with your cousins, friends, or even your lover. Keep reading to make relationships even more interesting and fun!

How well do you know me question
How well do you know me question

My experience with these how well do you know me questions…

Whenever it comes to questions that help build relationships—I can’t help but share my story. I was an awkward kid. Maybe it had something to do with the fact that I was homeschooled… Or at least that’s the joke everyone likes to tell.

I share these tips with you, so you don’t have to go through my burden. And yes! I do share them in every article that relates to questions to ask friends.

Here are my best tips:

  • 30 seconds of courage: Just ask a random person one of these questions. It doesn’t take much. See what happens.
  • Keep a few in your back pocket: When you like one of the questions you read, memorize it. You’d be surprised how often an opportunity comes up to use it.
  • Be yourself: When you can share a question or story that best represents your personality, that’s the jackpot!

Best how well do you know me questions

—So, how well do you know me?

  • Do you know my full name? If yes, what is it?
  • Do you remember my birthday? If yes, what is it?
  • What is the thing I am most insecure about?
  • What food do I like the most?
  • Which recipe do I hate the most?
  • Do you know my favorite TV show? If yes, what is it?
  • What is that thing that always makes me happy when I am feeling blue?
  • Where did we travel to on our first date?
  • Do you remember what did we do during our first date? If yes, what was it?
  • What is the thing I am most afraid of?
  • If I could move to any country and expenses were not a factor – where would I move to?
  • According to you, what are my long-term goals in life?
  • Do you know about my main career objectives? If yes, what are they?
  • Do you know which three qualities I like about you the most? If yes, what are they?
  • Who is my favorite music artist and why?
  • Which is my favorite song of all time and why?
  • Which things I am most talented at?
  • What is the smell I care about the most?
  • Do you know the full name of my parents? If yes, what are they?
  • What is my favorite hobby?
  • What is my most memorable childhood incident?
  • Am I a tea or a coffee person?
  • Do I prefer dogs more to cats?
  • What allergies do I have?
  • If I could bring back any dead celebrity, who would it be and why?
  • Is there something I would never admit to anyone? If yes, what would it be?
  • What is my spirit animal?
How well do you know me question
How well do you know me question

Couples questions

—”How well do you know me” questions for couples

  • Do you know what is my zodiac sign? If yes, what is it?
  • What is the color I like the most?
  • What is my least favorite cartoon character?
  • Do you know who was my favorite high school teacher? If yes, tell me the name.
  • What is the vacation destination I prefer the most?
  • Do you know what colors my eyes are? Tell me without looking at them.
  • Which dress design do I find most comfortable?
  • Can you name my high school? If yes, what was it?
  • How many cousins do I have?
  • Do you remember the name of my favorite restaurant? If yes, what is the name?
  • What was the name of my first pet animal?
  • What is my biggest turn-off?
  • Do you know what is my biggest turn-on? If yes, what is it?
  • Which is the thing in a relationship that I consider to be the biggest red flag?
  • Which habit of yours do I find most annoying?
  • Do you know who is my favorite actor? If yes, who is it?
  • Which flowers do I like the most and why?
  • Do you know who is my favorite fictional character? If yes, who is it?
  • According to you, what is my biggest weakness?
  • In your opinion, what is my biggest strength?
  • Do you think I am an introvert or an extrovert?
  • Which is my favorite season?
  • Forest vacation or sandy desert which one would I pick?
  • What is the first thing I do after waking up in the morning?
  • Which brand of deodorant do I prefer the most?
  • Do you know what is my worst nightmare? If yes, what is it?
How well do you know me question
How well do you know me question

Friends “how well do you know me” questions

—”How well do you know me” questions for friends

  • Who has had the biggest influence on my life and why?
  • Which drink do I like the most?
  • What are the three things I can never do without If I am stranded on an island?
  • How many kinds do I plan to have?
  • Which animated movie do I like the most and why?
  • What was my favorite catchphrase during childhood?
  • What is the longest book that I’ve finished reading?
  • With whom did I go to prom?
  • What was the best day of my childhood life?
  • Which was my favorite summer camp?
  • Am I a night owl or an early bird?
  • What is my typical morning routine like?
  • When did I learn to properly ride a bicycle?
  • Would I ever want to adopt a kid?
  • What was the name of my first crush?
  • What is the first music concert I went to and when?
  • How many languages do I speak?
  • What am I most grateful for in life?
  • When did I learn to play guitar?
  • Do you know my favorite web series? If yes, what is it?
  • Have I ever been on drugs?
  • Do I prefer android phones or iPhones?
  • Did I ever have problems with addictions?
  • What is my favorite video game of all time?
  • What is my favorite film genre and why?
  • Do you know the story of my worst breakup? If yes, describe the same.
  • Do I get excited about meeting new people?
  • What is the meaning of my name?
How well do you know me question
How well do you know me question

Unique questions

—”How well do you know me” questions you haven’t heard before!

  • If I could choose a single video game to play for the rest of the month, what would it be?
  • If I could re-visit a historical event from any time, which event would it be?
  • Who would I be if I could be any of the past chess grandmasters for a day?
  • If I could swap lives with any historical figure, who would I pick?
  • If I could wear a single outfit for a month, which outfit would I pick?
  • Between shopping online and buying from a physical store, which would I choose?
  • Between pizza and chicken wings, which would I go for and why?
  • Am I highly frugal or do I love spending money like crazy?
  • Do I prefer to live in the suburbs or the middle of a city?
  • Would I rather be an employee or a business owner?
  • Do I like driving myself or do I prefer to be driven wherever I go?
  • Between heels and sneakers, which would I pick and why?
  • Between jeans and track pants, which would I prefer and why?
  • If I had to choose a single option, would I prefer having more cars or more friends?
  • If I could visit either DC or Marvel universe, which would I choose?
  • Would I prefer visiting outer space or a deep dive inside the unexplored oceanic depths?
  • If I could improve one of the five human senses, which would I choose to improve and why?
  • If I had a magic lamp, what would be my top three wishes?
  • Would I prefer to be too aggressive or too timid?
How well do you know me question
How well do you know me question

Funny questions

Funny “How well do you know me” questions

  • According to you, which Disney character am I?
  • Do I like pineapple over pizza or not?
  • On average, how long do I stare at screens per day?
  • Which meme is my favorite meme of all time?
  • If my life was getting made into a film, who will I want to direct it?
  • At what age, did I figure out that Christmas is not real?
  • If I could choose any decade to live in, which decade would I choose and why?
  • What is a hidden talent of mine?
  • What is my favorite karaoke song?
  • Would I rather spend time with a stupid or unattractive person?
  • If I woke up as the opposite gender for a day, what would be the first thing I’d do?
  • Do you think you can beat me in an eating contest?
  • On a scale of 0 to 10, how good of a driver am I?
  • If you had the power to change my name, which name would you pick and why?
  • Who would I be terrified of seeing without any clothes?
  • Do I prefer showers to baths or is it the other way around?
  • Do I prefer coke to Pepsi or is it the other way around?
  • What is my most embarrassing childhood moment in school?
  • Which pick-up line am I most likely to use?
  • How many toys do I still own?
  • What was my favorite cartoon show as a kid?
  • What was the length of my first serious relationship?
How well do you know me question
How well do you know me question

Family “how well do you know me” questions

—Family “How well do you know me” questions

  • What was my favorite indoor activity growing up?
  • What did I want to be during my childhood days?
  • As a kid, what was I most scared of?
  • Who was my favorite mascot when I was a kid?
  • Who was my best friend during my school years?
  • What is my least favorite childhood memory?
  • What is the first Christmas gift I remember getting?
  • Can you remember the dumbest thing I did as a teenager?
  • As a child, what was my favorite ice cream flavor?
  • What is the best Halloween costume I’ve ever worn?
  • What was my favorite music album as a kid?
  • Have I ever failed a school test in any subject?
  • Can you remember my first job as a teenager? If yes, what was it?
  • Which family member was I least likely to go shopping with growing up?
  • Who was my top idol growing up?
  • Among all the family members, whose personality resembles mine the most?
  • If you had to live with me in old age, what would be your biggest concern?
  • If I had to share a secret with a family member, whom would I pick and why?
  • Which family member do I call when I am in big trouble?
  • Which family member do I call when I feel the need to vent?
  • How do I feel about watching a scary movie together as a family?
  • What is the most bizarre thing I’ve ever given a family member as a surprise?
  • What is our funniest family tradition?
How well do you know me question
How well do you know me question

Siblings questions

Siblings “How well do you know me” questions

  • What was my most valuable possession growing up?
  • What did I do during childhood, that was extremely embarrassing?
  • Which outdoor sport did I hate playing as a kid?
  • Which item did I always want for my birthday as a kid?
  • What was my favorite prank as a kid?
  • What is the childhood prank upon doing which you still get mad at me?
  • If we could revisit a common childhood memory, which would it be and why?
  • Do you remember using which information I used to blackmail you as a kid?
  • With whom did I go to my prom?
  • Which one of your friends did I have a huge crush on as a teenager?
  • What did we disagree with our parents the most growing up?
  • What was my dream job as a kid?
  • Whom did I want to marry as a kid?
  • How many kids did I want to have as a kid?
  • What was I most anxious about as a kid?
  • Do you remember what was my biggest strength growing up?
  • What was our favorite thing to do together as teenagers?
  • What was our favorite TV show to watch together growing up?
  • Do you know what was my earliest childhood obsession? If yes, what was it?
  • Who among us was book smart and who was street smart?
  • Do I prefer vanilla to chocolate or is it the other way around?
  • Which painting of mine was I the proudest of growing up?
  • On a scale of 0 to 10, how much do I care about social media?
How well do you know me question
How well do you know me question

Boyfriend questions

—Boyfriend “How well do you know me” questions

  • What is my saddest childhood memory?
  • Do you know my middle name? If yes, what is it?
  • Who was my first serious boyfriend, and why did we break up?
  • What was the best surprise that I have ever gotten you?
  • What was my shortest relationship?
  • According to you, in which game am I excellent?
  • What is my least favorite evening snack?
  • What is my least favorite dress?
  • Which aspect of my personality do you like the most?
  • In my family, who am I dependent on the most?
  • What was my favorite song growing up?
  • Which cake do I prefer the most during Christmas celebrations?
  • What is my favorite catchphrase, and it is from which TV show?
  • What is the most spiritually fulfilling experience that I have ever had?
  • Which country am I thinking of visiting next with you?
  • Who is my favorite Marvel character?
  • Who is my favorite DC character?
  • Which sport do I like the most?
  • Where would my dream wedding take place?
  • Where is my grandfather from originally?
  • Which dessert did we order on our first date?
How well do you know me question
How well do you know me question

Expert advice: Harvard researchers suggest asking basic questions like, “How are you?” Or, “What do you like to do?” won’t be sufficient in creating strong, long-lasting relationships. Instead, try the A.C.T method—which stands for authenticity, connection, and topic/taste. Find mutual ground between the two of you and move past surface-level questions.

Girlfriend questions

—Girlfriend “How well do you know me” questions

  • What is my favorite Rom-com movie?
  • What was your first impression of me?
  • Do you know my favorite action movie? If yes, what is it?
  • Do you think I am high maintenance or low maintenance?
  • Which comedy movie do I like the most?
  • How many aunts do I have in total?
  • Which is my go-to dance song?
  • In which city was I born?
  • What does my father do professionally?
  • Which song did I dedicate to our relationship?
  • What is the worst thing about my personality?
  • What am I most sensitive about?
  • Do you know what is my biggest regret in life?
  • How can you figure out when I am having a rough day?
  • What makes me uncomfortable in a relationship?
  • What is the name of my oldest friend?
  • How do I feel about motherhood?
  • Do I snore in my sleep?
  • What is the biggest source of stress in my life?
  • Did my parents have a healthy marriage?
  • What is the thing I can never sacrifice?
  • Am I more similar to my mother or my father in terms of personality?
  • How do I love to show affection in public?

Related: Personal questions

How well do you know me question
How well do you know me question

Parents questions

—Parents’ “How well do you know me” questions

  • When I was a kid, what did you think I was going to be when I grew up?
  • Do you think I have more of your good qualities or is it the other way around?
  • What is the most horrible thing I ever said or did growing up?
  • When was the first time you heard me saying a swear word?
  • Who was the first person you told that you were carrying me inside you?
  • If I was the opposite gender, what would you have named me?
  • As a baby, did I look more like you or dad?
  • As a kid, which bedtime story did I like the most?
  • Which book did you read to me the most during my childhood?
  • As a kid, what was my most annoying habit?
  • Which one of my school buddies did you like having over the most?
  • What was your favorite picture of me as a kid?
  • What is the first thing you remember after having me?
  • Do you remember the first toy you got me? If yes, what was it?
  • Did you come to know my gender after I was born or before?
  • What made me shed tears the most growing up?
  • What made me laugh the most growing up?

Cousins questions

—”How well do you know me” questions for cousins

  • If I came with a label, what would be written on it?
  • How do I answer the phone when my dad calls?
  • As a family, what is the biggest hurdle we’ve come across?
  • Do I believe in ghosts or not?
  • If I could bring back any of our ancestors to life, whom would I pick and why?
  • What is my biggest achievement to date?
  • Which aspect of my behavior do you admire the most?
  • How would I describe my cousins to a stranger?
  • If I had one wish for my cousins, what would it be?
  • If we were to order pizza, what toppings would I want on mine?
  • Which is my favorite holiday pie?
  • What is my favorite dessert to have for dinner?
  • Am I the person to get carsick or seasick or both?
  • Which family member would I pick to go with me to a haunted house?
  • What do I do if we become lost in a village we know nothing about?
  • What is the most embarrassing thing that ever happened to me on a family trip?
  • If I were to pack the picnic basket, what would be inside it?
  • On a scale of 0 to 10, how good of a driver am I?

Popular questions

—Popular “How well do you know me” questions

  • What’s my favorite food?
  • What’s my favorite movie?
  • How many siblings do I have?
  • Am I cat person a dog person?
  • What’s my biggest pet peeve?
  • Who was my favorite teacher growing up?
  • Do I prefer spicy food or sweet foods?
  • What was my favorite subject in school?
  • Who was my celebrity crush growing up?
  • What’s my most embarrassing moment growing up?
  • What’s my favorite smell?

Images to share—so, how well do you actually know me!?

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How well do you know me question
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How well do you know me question
How well do you know me question
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How well do you know me question
How well do you know me question
How well do you know me question
How well do you know me question
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How well do you know me question
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Fact checked:
Board reviewed by Marianne Tomlinson, LCSW (Couples and Family Therapy). Content is rigorously reviewed by a team of qualified and experienced fact checkers. Learn more.

About the author

Ryan Sanderson (LCSW) Ryan is a game and relationship enthusiast who enjoys all things quizzes, games, fun, love, relationships, and family. He's a licensed social worker and helps families, couples, and children in need. He's spoken about love and relationships on Salon.com, Forbes, and Mirror, to name a few.

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