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Questions for every kind of situation and conversation
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Whether you’ve been dating your girlfriend for just a week or many, many years, there’s always more you can learn about her. And what better way to do so than by asking her a couple (or a lot) of questions? From utterly ridiculous questions that’ll make her laugh to more serious and deep ones that’ll make you both think, keep reading for an extensive list of questions to ask next time you two get to talking.
Steps
Section 1 of 10:
Fun Questions
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What’s the corniest pickup line you’ve ever used?
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2If you could only wear one outfit for the rest of your life, what would it be?Advertisement
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3What useless superpower would you want to have?
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4What’s one thing you can’t do that most other people can?
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5Who would play you in the movie about your life?
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6If you could pick a new first name, what would it be?
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7How early (or late) do you show up at the airport when you have a flight?
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8What song can you sing from beginning to end with absolutely no mistakes?
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9Have you ever searched yourself on Google? What did you find?
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10What’s the longest you’ve ever slept?
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11What’s the best book you’ve ever read?
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12What fictional world from a book or movie would you want to visit?
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13What would you want to set a world record for?
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14If you had a million of one thing, except money, what would it be?
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15What’s the one TV show you’ve watched so many times you practically have it memorized?
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16What country do you most want to visit and why?
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17What’s the weirdest dream you remember having?
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18Do you talk to yourself?
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19What’s one subject you would like to learn more about?
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20Would you rather be shorter or taller than your current height?
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21What mythical creature would you want to keep as a pet?
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22Do you think pineapple belongs on pizza?
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23What would the subject of your podcast be?
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24Do you prefer headphones or earbuds?
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25Who would you choose to take with you to a deserted island?
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26Which of your friends is most like you?
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27What do you consider to be your greatest talent?
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28What’s a hobby you haven’t tried but want to?
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29What’s a trivia category you would absolutely dominate?
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30What’s one thing you could talk about for hours but rarely get the chance to?
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31Which celebrity would you pay a million dollars to meet in real life?
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32Is your personality more like a dog or a cat?
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33Do your friends have a nickname for you? What’s the story behind it?
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34If you could do any job and make a living, what would it be?
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35What’s one movie you could watch a hundred times and never get tired of?
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36Who was your most-played artist last year?
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37Would you say you’re more introverted or extroverted?
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38What’s your guilty pleasure?
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39What do you think is your best physical feature?
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40If you could combine any two animals, which would you combine?
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41What’s a weird combination of foods you’d be willing to try?
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42If you had superpowers, would you be a hero or a villain?
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43What do you think I’m afraid of?
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44What’s your best personality trait?
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45Does your family have any fun traditions?
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46Which of your parents are you most like?
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What’s an opinion you have that literally no one agrees with you on?
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Section 2 of 10:
Romantic Questions
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What’s your idea of a perfect date?
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2What did you feel after our first kiss?
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3What cute name do you want to be called?
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4What cute name would you give me?
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5Where would you take me if you were in charge of planning the date?
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6A romantic getaway or a staycation at home?
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7How would you want to spend Valentine’s Day with me?
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8Would you rather get an expensive gift or something handmade by me?
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9What’s a song that reminds you of us?
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10Do you like big displays of affection?
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11What’s your favorite date night movie?
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12What’s your love language?
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13Do you think public proposals are romantic or just corny?
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14What makes you feel the most loved?
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15Do you prefer kissing or cuddling?
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16What’s your favorite romantic movie or book?
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17Who do you think is the perfect couple?
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18What’s the most romantic thing a person could say to you?
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19Can you tell if someone likes you?
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20Do you prefer good morning or goodnight texts?
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21Would you rather tell someone you love them or have them tell you they love you?
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22Do you think opposites attract?
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23When did you realize you liked me?
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24Do you remember when we first met?
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What one quality does a person need to have to make you instantly fall in love with them?
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Section 3 of 10:
Flirty Questions
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What do you like about me?
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2What were the very first things you thought when you met me?
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3I have a serious question: Are you actually an angel?
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4What would be the wildest thing you would dare me to do?
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5What are the 3 things you like most about us as a couple?
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6Do you believe in love at first sight?
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7What are your biggest turn-ons?
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8What would you do if I called you in the middle of the night?
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9Do you dream about me?
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10What makes someone sexy in your eyes?
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11Where would you want to go together if we could go anywhere right now?
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12What’s the first thing you’d want to do if just the two of us were alone?
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13What’s one thing I could do to make you blush instantly?
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14Do you want to kiss me as much as I want to kiss you right now?
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15Have you thought about me a lot today?
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16Can you send me a picture of what you’re wearing right now?
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17What’s your favorite memory of us?
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18Am I on your phone lock screen?
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19Would you rather be the little spoon or the big spoon?
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20Would you rather spend a whole day with me or a whole night with me?
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21How do you know when you’re in love?
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22If I told you I think you’re cute, what would you say?
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23Do you have any idea what you do to me?
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24What are 3 things you immediately notice about a person?
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What do you think would happen if we were stuck in a room together for 24 hours?
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Section 4 of 10:
Deep Questions
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What is the meaning of life to you?
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2Do you believe in soulmates?
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3Do you believe in fate?
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4Do you think aliens are real?
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5What does it mean to be happy?
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6Do you believe in life after death or reincarnation?
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7Would you rather be rich but lonely, or poor but have many friends?
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8Which of your personality traits do you wish you could change?
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9Do you think your siblings had an impact on who you are today?
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10What would you do with a million dollars?
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11What would you do if tomorrow was your last day on Earth?
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12If you didn’t have to worry about work and finances, how would you spend your time?
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13How do you define “home”?
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14Are you an optimist, a pessimist, or a realist?
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15Who inspires you?
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16Where do you go when you need inspiration?
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17What would you be willing to give up to achieve your dreams?
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18If you had the opportunity to be immortal, would you take it?
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19Do you judge a book by its cover?
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20If your home caught on fire, what would you try to save?
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21What does it take for someone to become good friends with you?
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22What’s a value you’re unwilling to compromise on?
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23What is your definition of success?
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24What are some things that you wished people knew about you?
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25When you wake up in the middle of the night, what do you think about?
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26What’s the best advice you’ve ever received?
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27What do you want people to feel when they’re around you?
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28What is more important to you in a dream job—status, power, or money?
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29What are you most grateful for in your life?
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30How would you rank the following in importance? Family, career, love life.
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31Would you put your family or your friends first if you had to choose one?
- How did your family history influence where you are today?
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32What’s your philosophy in life?
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33Do you believe in second chances, and if so, why?
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34What direction do you think humanity is going in? Good or bad?
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35Do you think people can change?
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36Is there such a thing as free will?
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37What do you do to cheer yourself up?
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38Who do you think knows you best?
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39Does nature or nurture form a person's personality?
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40Can there be happiness without sadness?
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41How do you know what’s real and what isn’t?
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42How can you that the choice you’ve made is actually the right one?
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What do you love most about your life right now?
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Section 5 of 10:
Spicy Questions
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Where’s the weirdest place you’ve ever had sex?
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2Are you part of the Mile High Club? Ever think about joining?
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3Do you have any kinks or fetishes?
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4Thoughts on French kissing?
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5Would you rather take a shower or bath together?
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6Have you ever thought about inviting other people to participate?
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7Would you rather talk dirty while having sex or be completely silent?
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8Have you ever had a one-night stand?
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9Do you prefer it quick and rough or slow and sensual?
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10What’s your favorite place to get massaged?
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11Do you prefer to do it in the morning or at night?
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12Lights on or off?
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13Have you ever done it outside?
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14What’s the longest you’ve gone without having sex?
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15What’s one public place where you’d want to do it?
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16What’s your favorite position?
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17If we were alone right now, what would you want to do to me?
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18What’s your dirtiest fantasy?
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19Thoughts on foreplay?
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20What do you think about toys in the bedroom?
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21Have you ever had a sexual dream?
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22What’s the weirdest thing you’ve dreamt about doing with me or a partner?
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23Are you a top or bottom?
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24Blindfold or handcuffs?
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25Do you prefer to initiate sex, or do you like it when I do?
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26Would you ever go to a nude beach?
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27Is there a specific scene from a movie you’d want to recreate?
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28Can you guess my favorite part of your body?
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29Do you have a favorite lingerie set?
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What do you think about friends with benefits?
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Section 6 of 10:
Funny Questions
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If you had to describe yourself as a type of bread, what would you be?
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2If you went to jail, what would it be for?
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3Have you ever just eaten shredded cheese straight out of the bag?
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4When was the last time you pushed when the door said “pull” and vice versa?
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5What’s a word you absolutely cannot pronounce?
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6What’s the most bizarre conversation you’ve overheard?
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7What would be the worst ingredients to put in a burrito?
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8Would you rather have your camera roll or browser history released to your friends and family?
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9What’s something people do that they think makes them look cool but actually has the opposite effect?
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10What’s a slang term you started using ironically but is now an essential part of your vocabulary?
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11Which movie sequel do you want to erase from history?
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12What useless invention would you make?
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13What job would you be fired from immediately because you were so bad at it?
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14If you had to replace your hands with something other than hands or claws, what would it be?
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15Would you slap your best friend for $1,000?
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16Is a tortoise that loses its shell naked or homeless?
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17Does a straw have one or two holes?
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18How would a dog wear pants? On its front legs, back legs, or all four legs?
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19What would you do if you discovered you had a long-lost twin?
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20What is the most embarrassing haircut you’ve ever gotten?
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21What’s the weirdest thing you’ve seen in someone else’s home?
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22If peanut butter wasn’t called peanut butter, what would it be called?
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23What movie would be terrible as a musical?
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24What would be the worst “buy 1 get 1 free” sale of all time?
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25Which sport would be more fun to watch if all the athletes were drunk?
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26What’s the weirdest thing you could say to a stranger passing by on the street?
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27When was the most inappropriate time you farted?
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28What is the absolute worst name you could give your child?
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29What’s the most creative insult you can come up with without using any bad words?
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30If animals could talk, which would be the rudest?
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31If you had a parrot, what’s the first thing you’d teach it to say?
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32If you were in charge of making a new law, what would it be?
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33What secret conspiracy would you want to start?
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34What’s the most ridiculous fact you know?
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What part of a kid’s movie totally scarred you to this very day?
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Section 7 of 10:
Serious Questions
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What do you do to take care of yourself?
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2How do you deal with stress?
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3What are your political views?
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4What annoys you?
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5Have you ever been to therapy?
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6What do you consider cheating?
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7How do you deal with change?
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8Are you the type to apologize first, or do you wait for the other person to apologize?
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9Do you believe in living together before marriage?
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10How open are you with your parents?
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11What boundaries do you have with your family and friends?
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12What are your opinions on divorce?
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13What are you most afraid of?
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14What’s a challenge you’ve had to overcome in your life?
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15What was the hardest life lesson to learn?
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16What signs should I look for to notice when you're not okay?
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17How do you handle anger?
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18What are your views on money? What are your top financial goals?
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19Have you ever felt dismissed or belittled by someone in your family? What about at work?
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20Do you feel safe in our relationship?
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21Do I do anything that makes you feel unloved?
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22What is something that you regret doing?
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23Have you ever given up on a dream? What was it?
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24Do you consider yourself religious or spiritual?
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25When do you feel you’re most vulnerable?
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26What was the biggest mistake that impacted your life the most?
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27When was the last time you cried?
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28Have you ever lost someone close to you?
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29What negative thoughts do you find yourself having often?
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30Do you think your upbringing has affected your view on love and relationships?
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31Would you lie for the sake of others’ happiness?
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32What causes you the most stress?
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What are things you do even though you don’t want to?
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Section 8 of 10:
Relationship Questions
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What do you hope to get out of a relationship?
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2How will we know that our relationship is working?
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3What constitutes a healthy relationship in your mind?
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4What did you learn from past relationships?
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5Do you think it’s necessary that we know everything about one another’s past relationships?
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6What are some boundaries you want to establish or maintain in our relationship?
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7Do you have any worries or fears about taking our relationship further?
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8What’s a deal-breaker in a relationship?
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9Do you ever get jealous when I talk to other people?
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10What can I do to make you feel safe when you’re with me?
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11How long do you think people should date before getting married?
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12How long do you think people should wait before having kids?
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13How often do you think you need time to yourself?
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14Are we going to set aside regular time for date nights?
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15What do you value in a relationship?
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16Do you like spending time with my friends?
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17What's your favorite thing that we do together?
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18What goals would you like to work on together?
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19What do you think we can do to keep our sex life exciting?
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20What kind of relationship do you want me to have with your family?
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21Do you feel like there are societal or gender pressures in our relationship?
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22Do you think honesty makes a relationship stronger?
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23How do I make you feel when we hang out with my friends?
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24What can I do to support you as a partner?
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25How should we split up responsibilities in our relationship?
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26What things would you prefer we didn’t share with one another?
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27Could you ever or have you ever been in a long-distance relationship?
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28What do you consider the most romantic moment we’ve shared?
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29How well do you think you know me?
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Do you look forward to a future together?
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Section 9 of 10:
Questions About the Past
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What did you want to be when you grew up?
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2What was your happiest memory growing up as a child?
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3Who was your best friend in school?
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4What was your favorite subject in school?
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5Is there something you used to love doing but don’t do anymore?
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6What was your favorite game or sport to play as a kid?
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7Which relative of yours were you closest to?
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8What was your favorite book growing up?
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9What’s the happiest memory you have had with your family?
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10Who was your favorite teacher?
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11Which significant other before me had a huge impact on you?
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12Did you like high school or college more?
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13What’s the best party you’ve ever been to?
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14When were you most angry with someone?
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15Who was your first celebrity crush?
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16Who was your first kiss?
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17If you could go back in time, what age would you want to be again?
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18Did you ever rebel against your parents as a teenager?
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19What’s the worst date you’ve ever been on?
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20What’s the toughest decision you’ve ever had to make?
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21If you could change anything about your past, would you and what would it be?
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22How would you describe your childhood home?
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23What's the weirdest thing you believed as a kid?
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24Would your younger self be proud of where you are in life now?
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25What's your earliest memory?
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26What was the first concert you ever went to?
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27What was your favorite part of your day when you were a kid?
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28What was your favorite meal as a child?
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29What song makes you feel super nostalgic?
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30What did you think adulthood was like in your teens?
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What was your best birthday and how did you celebrate?
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Section 10 of 10:
Questions About the Future
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What job do you want to have in the future?
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2What’s something on your bucket list?
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3Where do you see yourself 5 years from now? 10? 20?
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4What city or country would you most want to live in?
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5Do you want kids? If so, how many?
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6Would you ever think about going back to school?
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7What’s one thing you would save up your money to buy in the future?
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8What does your dream house look like?
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9Would you ever quit your job to follow your passions?
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10What does an ideal retired life look like for you?
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11What would the perfect wedding look like to you?
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12What are your hopes for the coming year?
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13If you can only accomplish one thing in your life, what would it be?
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14Do you worry about your future, or take things as they come?
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15Are you afraid to grow older or excited?
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16Who do you aspire to be like?
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17If you had to move across the world for your dream job, would you?
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18Do you think your priorities will change over time or generally stay the same?
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19When you make a resolution, do you stick to it?
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20What’s one tradition you have that you’d want to pass on to your kids?
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21What do you hope will change in society down the line?
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22What skill would you like to improve as you get older?
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23What fear would you want to overcome?
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24In three words, how would you describe your future self?
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25How do you want to be remembered by others?
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Do you think we’ll be together for a long time?
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