80 'How Well Do You Know Me Questions’ for Friends, Family, and Couples

80 'How Well Do You Know Me Questions’ for Friends, Family, and Couples
How Well Do You Know Me Questions - Photo by cottonbro from Pexels

Tripboba.com - Looking for some fun conversation starters or some exciting game to spice up your party? Why don’t you try ‘how well do you know me questions’ to play with your close ones?

In this segment, Tripboba has compiled tons of how well do you know me questions to learn more about the other person—this surely makes a perfect chance to bring all people in the room closer together!

From questions for couples and family to questions for friends and colleagues, we’ve got you covered with fun topics to ask around the dinner table. So, keep the ball rolling!

How well do you know me questions

How well do you know me questions for friends

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  • Who is my least favorite family member?
  • How often do I use social media?
  • What would I do with a million dollars?
  • What was my favourite subject in school?
  • What's my favorite color?
  • How many countries have I traveled to?
  • Would I rather live in a big city or on a farm?
  • What is something that makes me nervous?
  • Who was my crush five years ago?
  • How old do I look?
  • What was my first drunken experience?
  • Do I like costumes and dress-up?
  • What makes me feel most alive?
  • Did you ever suspect that I am gay?
  • What’s my dream job?
  • What does love mean for me?
  • How do I spend a usual Saturday night?
  • How did I lose my virginity?
  • What’s my favorite song?
  • What’s my favorite activity in winter?

How well do you know me questions funny

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  • How do I feel about putting pineapple on pizza?
  • Would I rather eat a bar of chocolate or a bag of chips in one sitting?
  • What was the most embarrassing moment in my life?
  • Would I be a Gryffindor, Slytherin, Ravenclaw, or Hufflepuff?
  • What was the most illegal thing I’ve ever done?
  • Which character in a movie or TV reminds you of me?
  • Would I ever go on a blind date?
  • What is my most embarrassing childhood memory?
  • If I were an animal, what would I be? 
  • What’s my favorite taste in chewing gums?
  • Did I have an imaginary friend while growing up?
  • What alcoholic drink best describes my personality and why?
  • When and how did I find out that Santa isn’t real? 
  • What is something that I look really stupid doing?
  • What always makes me smile?
  • Which word do I say way too often?
  • When was the last time that I peed in my pants? 
  • If I could own anything, what would it be?
  • What is the stupidest situation I almost got killed in? 
  • What would the exact opposite of me be like?

How well do you know me questions for family

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  • What's my least favorite sport?
  • What household chore do I struggle with?
  • When was the last time I had to spend time in a hospital?
  • Do I want to join a professional sporting team?
  • Who is my celebrity crush?
  • Where do I see myself living in 10 years?
  • Who is my favorite actress?
  • What is my favorite ice cream flavor?
  • What’s the most beautiful picture I’ve ever drawn?
  • What could I talk all day about?
  • Am I happy with my life?
  • How did I meet my best friend? 
  • How did I deal with my feelings and emotions while growing up?
  • Would I date someone who doesn’t have any books in their house?
  • If I had to move to another country, where would I go?
  • What am I afraid of?
  • Name three things I did today.
  • Do I take leftovers home when I eat out?
  • How old am I?
  • Would I like to lose or gain five pounds?

How well do you know me questions for couples

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  • Would I rather eat ice cream or cookies for dessert?
  • What's my favorite restaurant?
  • How do I feel about your parents?
  • What's my favorite part of my day?
  • How can you tell when I am having a bad day?
  • Where do I want to live for the rest of my life?
  • What's your favorite type of underwear?
  • What did I wear when we first met each other?
  • Where would I like to spend my honeymoon?
  • What always makes me smile?
  • What was the name of my elementary school?
  • Which movie always makes me cry?
  • What is my favorite place on earth?
  • How old was I when I had my first kiss?
  • What turns me on?
  • What would make me jealous?
  • Where did we kiss for the first time in public?
  • How many siblings does each of my parents have?
  • What do you think? Did I first fall in love with your thoughts or your body?
  • What are my thoughts on open relationships?


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