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