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QUESTIONS TO ASK YOUR BOYFRIEND https://conversationstartersworld.com/questions-to-ask-your-boyfriend What movie was so sad that you will never watch it again? What are the two biggest lessons you’ve learned from previous relationships? What would be the absolute perfect day? What did you learn a little too late? What gross and unhygienic things do people do that bothers you? What habit do you have that you think not many other people have? What are you too hard on yourself for? What habits do you have that annoy other people? What do most people overestimate or underestimate about you? How often do you feel like utterly worn down? What is something you probably should do, but will never do? What was the best thing about how your parents raised you? What do you most look forward to about getting old? What is the biggest sign of weakness in a person? What's something you tried really hard to like but just couldn’t? What makes you different from most people? What was the best mistake you’ve made? A mistake that turned out really well. If money was no object, where would you live? Who was the most toxic person you’ve known? What were the last two books that you read? If you dropped everything and went on a road trip, where would you go? What makes you nervous? What makes you angrier than it should? What are the manliest and least manly things you have ever done? How do you feel about pets and animals? Fun questions to ask your boyfriend What’s the funniest / strangest thing that someone has drunkenly confessed to you? How often is your brain on autopilot? How often do you go into a room and forget why you went into the room? What is the strongest animal you could win against with just your bare hands and feet? Which fictional villain made you feel real hatred towards them? If when you died, you got put into a room for eternity with people who died the same way, how would you want to die? What would an amusement park filled with your biggest fears be like? What rides would it have? What would an amusement park designed specifically to make you happy, be like? What’s something you wish you had never learned how it was made or how it works? What names were ruined for you because you knew someone terrible with that name? If you could have a remote control that controls any one type of machine, what would you have a remote for? What’s something you do one way even though it’s incredibly inefficient or nonsensical because that’s how you’ve always done it? What’s the coolest thing scientists could uncover while searching the ocean? What do you think aliens would actually look/be like? What website doesn’t exist but should? If jobs/careers had slogans what would be some of their slogans? What’s the most stress relieving thing you can get/do for less than 20$? What do people really need to chill out about? What’s the grossest thing you’ve drunk? If someone let you put whatever you wanted on a billboard in the center of your town or city, what would you put on the billboard? Which hairstyles fit with which personalities? What scrambles your brain every time you think about it? If colors had a taste, what would each color taste like? If you had complete genetic control over plants, what is the coolest looking tree you could make? What inedible thing do you wish you could eat? What condiments do you refrigerate and which do you leave in the cabinet/pantry? What’s the spiciest thing you’ve eaten? What unnecessary products or services do you consider necessary? Where is the craziest place you have danced? What are some non-traditional toppings for ice cream that you think would be pretty awesome? What silly thing do you take a lot of pride in? What’s the best conspiracy theory you can make up on the spot? How much is the correct amount of ice cream to put on an ice cream cone? Should TP hang over or under? If animals were as intelligent as humans, what types of jobs would certain animals be uniquely qualified for? Do fish have necks? What’s the best who would win in a fight A or B you can come up with? If you could speak to everyone in your country at the same time, what sentence could you say that would make the most amount of people instantly hate you? If you were forced into a dance competition, what song would you choose to dance to? You have unlimited wishes but every time you make a wish what you love most is erased from the world. How many wishes do you make and what do you wish for? No, you can’t wish not to have things erased from the world.) What crazy things will you do if you ever become rich? How would the world change if health potions existed? What’s the last thing you Googled? What’s a lame joke you use on a regular basis? What’s the weirdest wrong number text or phone call you’ve gotten? If you were given immortality, but there was one condition, what would stop you from accepting immortality? If you could change your first name, what would be the most epic name you could choose? Why do you think we dream? If you could switch genders for a length of time of your choosing, would you? And if so, how long? What event from the past do you most want to see a recording of? What great idea would you like to try if you had enough money? If you were in a high-speed chase, what song would you want blaring on the radio? If you started a cult, what kind of cult would you start? What are you a non-military veteran of? What chore do you dread most? If wars were abolished, what would be the most interesting way for countries to settle their differences? What’s legal but still feels illegal? What seldom works the way it should? What should be the next advancement in shoes? What product are you shocked that no one has made a better version of? If you could make a candle with any scent, what type of scented candle would you make? If you could place a curse on your worst enemy so that one everyday household item would at random intervals let out a blood-curdling scream, what item of theirs would you curse? (The curse would transfer to a new version of that item if they bought a replacement.) What would you do first if you gained the ability to fly? Where and when did you let out your most inappropriate fart? What era’s imagined future would you most want to live in? i.e. 95’s lots of curves, chrome, and everything shiny) What would change if it was socially acceptable to speak openly and frankly about anything? What is the coolest flag in use? What band would be the coolest to see live if their band name literally described the band? (i.e. Guns and Roses would literally be roses and guns on stage.) If you had a secret lair like Batman or Superman, what would it be like? What do you love least about the activity you love most? If you were an action figure, what would you come with and what would your catch phrases be? If could be the first person to do something, what would your achievement be? How well do you think you would do if you were lost in the woods for two weeks? What shortcut do you wish you could take? What’s your favorite waste of time? What’s your dream car? Personal questions to ask your boyfriend What brutally honest truth about yourself can you share with me? What about you scares you the most? How much of the bad stuff that happens to you is your fault? What’s it like to be you? When did you really try hard, I mean really whole assed it, and it still wasn’t enough? When are you the most yourself? If your life was a book, what would this chapter be called? What do you fear about the future? What mundane task have you mastered? What creepy or cringey thing do you do on a regular basis? What are some incredibly common experiences that you’ve missed out on? What’s the worst dream you’ve ever had? What do you get overly emotional about? What’s the quickest way to make you angry? What event made you mature as a person the most? What’s on your bucket list? What’s the hardest truth you’ve come to grips with? What would you want your funeral to be like? What would your very own personal hell be like? How soft are you? What quirks does your body have? What steps would you have to take to achieve a dream you’ve had for a long time? What are you a snob about? What makes you the happiest? What do you want to be written on your tombstone? What would it look like if you fully lived up to your potential? How curious are you? How lucky are you? What’s your jam? How do you fight off procrastination? What odd thing are you fascinated by? What about your appearance would you change if you had the chance? How easily do you change your opinions? How nurturing are you? What is the most alone you’ve ever been? What makes you feel alive? How well do you think you can read others’ emotions? What makes you interesting? Who makes you uncomfortable when you are around them? In what situations do you act least like yourself? What do you value most? What sounds fills you with dread? What word describes you better than any other word? How neurotic do you think you are? What are you really obsessed about? Who or what is holding you back? How often do you get into arguments with people on the internet? How adventurous are you? What do you want to get out of life? Questions about your boyfriend’s past What were the turning points of your life? What’s the most painful text you’ve ever received or sent? What event in your past has come back to haunt you? What are some things you hid from your parents? If you could go back and change just one decision you made, what decision would you change? What was the most awkward moment you had at school? What was the

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