175+ Interesting ‘Would You Rather’ Questions for Your Boyfriend

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“Would You Rather” questions are a fantastic way to deepen your connection with your boyfriend, offering a blend of humor, insight, and a touch of challenge. This game isn’t just about making choices; it’s a playful and engaging way to uncover each other’s desires, fears, and quirky preferences. 

Whether you’re lounging at home, on a long drive, or enjoying a cozy evening, these questions can spark intriguing conversations and laughter. 

They range from silly and light-hearted to thought-provoking and deep, providing a window into each other’s minds. Get ready to explore a range of scenarios that will bring you closer, revealing hidden facets of your personalities and strengthening your bond.

What are “would you rather” questions?

“Would You Rather” questions present a fun and engaging game where players are faced with two choices, typically forcing a decision between two equally appealing or unappealing scenarios. 

These questions are designed to be thought-provoking, humorous, or even challenging, pushing the players to weigh their options and reveal their preferences, values, or priorities. 

The game’s charm lies in its simplicity and the diverse range of topics it can cover, from everyday dilemmas to absurd or hypothetical situations. It’s not just a source of entertainment but also a tool for getting to know others better, sparking interesting conversations, and understanding different perspectives.

How to use “would you rather” questions to get to know your boyfriend better

Using “Would You Rather” questions to get to know your boyfriend better is both fun and insightful. Start by choosing questions that range from light-hearted to deep, as this variety can reveal different layers of his personality. Pay attention to his answers and the reasoning behind them; they often provide a glimpse into his values, fears, and preferences. 

Don’t hesitate to delve deeper with follow-up questions or share your own choices to create a two-way conversation. This game encourages openness and can lead to unexpected topics, helping you understand each other on a more profound level. 

Remember, it’s about connecting and enjoying the journey of discovery, so keep the atmosphere light and judgment-free.

175+ fun and thought-provoking would you rather questions for your boyfriend

Here’s a diverse list of over 175 “Would You Rather” questions that range from fun and light-hearted to more thought-provoking. These can help you get to know your boyfriend better and spark some interesting conversations:

1. Would you rather travel back in time to meet your ancestors or into the future to meet your descendants?
2. Would you rather lose all of your money or all of your pictures?
3. Would you rather have more time or more money?
4. Would you rather have a rewind button or a pause button on your life?
5. Would you rather be able to talk with animals or speak all foreign languages?
6. Would you rather read minds or accurately predict the future?
7. Would you rather be famous when you are alive and forgotten when you die or unknown when you are alive but famous after you die?
8. Would you rather never use social media sites/apps again or never watch another movie or TV show?
9. Would you rather be unable to use search engines or unable to use social media?
10. Would you rather find your true love or a suitcase with five million dollars inside?
11. Would you rather have a golden voice or a silver tongue?
12. Would you rather be covered in fur or covered in scales?
13. Would you rather be in jail for a year or lose a year off your life?
14. Would you rather always be 10 minutes late or always be 20 minutes early?
15. Would you rather have one real get out of jail free card or a key that opens any door?
16. Would you rather know the history of every object you touched or be able to talk to animals?
17. Would you rather be married to a 10 with a bad personality or a 6 with an amazing personality?
18. Would you rather be able to control animals (but not humans) with your mind or control electronics with your mind?
19. Would you rather have unlimited international first-class tickets or never have to pay for food at restaurants?
20. Would you rather see what was behind every closed door or be able to guess the combination of every safe on the first try?
21. Would you rather be an average person in the present or a king of a large country 2500 years ago?
22. Would you rather be able to dodge anything no matter how fast it’s moving or be able to ask any three questions and have them answered accurately?
23. Would you rather be forced to dance every time you heard music or be forced to sing along to any song you heard?
24. Would you rather have all your clothes fit perfectly or have the most comfortable pillow, blankets, and sheets in existence?
25. Would you rather be an unimportant character in the last movie you saw or an unimportant character in the last book you read?
26. Would you rather move to a new city or town every week or never be able to leave the city or town you were born in?
27. Would you rather be completely insane and know that you are insane or completely insane and believe you are sane?
28. Would you rather live in a virtual reality where you are all-powerful or live in the real world and be able to go anywhere but not be able to interact with anyone or anything?
29. Would you rather never be able to eat meat or never be able to eat vegetables?
30. Would you rather have everything you eat be too salty or not salty enough no matter how much salt you add?
31. Would you rather have hands that kept growing as you got older or feet that kept growing as you got older?
32. Would you rather have unlimited sushi for life or unlimited tacos for life? [Both are amazingly delicious and can be any type of sushi/taco you want]
33. Would you rather be unable to use your phone or your email?
34. Would you rather give up bathing for a month or give up the internet for a month?
35. Would you rather donate your body to science or donate your organs to people who need them?
36. Would you rather go back to age 5 with everything you know now or know now everything your future self will learn?
37. Would you rather relive the same day for 365 days or lose a year of your life?
38. Would you rather have a golden voice or a silver tongue?
39. Would you rather be able to control fire or water?
40. Would you rather have everything on your phone right now (browsing history, photos, etc.) made public to anyone who searches your name or never use a cell phone again?
41. Would you rather eat a box of dry spaghetti noodles or a cup of uncooked rice?
42. Would you rather wake up as a new random person every year and have full control of them for the whole year or once a week spend a day inside a stranger without having any control of them?
43. Would you rather be the best in the world at climbing trees or the best in the world at jumping rope?
44. Would you rather vomit uncontrollably for one minute every time you hear the happy birthday song or get a headache that lasts for the rest of the day every time you see a bird (including in pictures or videos)?
45. Would you rather have all dogs try to attack you when they see you or all birds try to attack you when they see you?

1. Would you rather be compelled to high five everyone you meet or be compelled to give wedgies to anyone in a green shirt?
2. Would you rather live in a house with no internet or in a house with no AC or heating?
3. Would you rather have out of control body hair or a strong, pungent body odor?
4. Would you rather see your other half in a porn video or your parents?
5. Would you rather cheat and be caught or be cheated on and never be told?
6. Would you rather wear someone else’s dirty underwear or use their toothbrush?
7. Would you rather have a 2-inch penis or man boobs?
8. Would you rather lose your sex organs forever or gain 200lbs for the rest of your life?
9. Would you rather have sex with your cousin in secret or not have sex with your cousin but everyone would think you did?
10. Would you rather get explosive diarrhea every time you meet your boss or every time you meet your SO’s parents?
11. Would you rather have a head the size of a tennis ball or the size of a watermelon?
12. Would you rather have the best house in a shitty neighborhood or the worst house in a fancy neighborhood?
13. Would you rather have no penis or five penises?
14. Would you rather die saving 10,000 strangers from death knowing no one would ever know it was you or live knowing everyone would know you decided not to save 10,000 people’s lives?
15. Would you rather peel all your nails out of your fingers or pull all the teeth out of your mouth?
16. Would you rather freeze to death or burn to death?
17. Would you rather have no arms or no legs?
18. Would you rather have no fingers or no eyes?
19. Would you rather crap your pants in public once a year for the rest of your life or crap yourself in private every day for the rest of your life?
20. Would you rather be a virgin forever or have sex with your brother/sister one time?
21. Would you rather have knives for fingers or penises for fingers?
22. Would you rather live forever or die in the next five minutes?
23. Would you rather be married to Paris Hilton or Charlie Sheen?
24. Would you rather give or receive a lap dance?
25. Would you rather have uncontrollable gas at work for the rest of your life or uncontrollable gas on every first date for the rest of your life?
26. Would you rather have a time machine that only goes back in time or a time machine that only goes forward in time?
27. Would you rather have an animal best friend that could be any animal you choose and it would be intelligent and speak to you (and you could ride it around town if it is a large animal like a bear) or be married to someone with a hot body?
28. Would you rather have your body found on a pile of sex toys or a pile of drugs?
29. Would you rather be incredibly beautiful and incredibly stupid or very ugly and super intelligent?
30. Would you rather watch your parents have sex every day for the rest of your life or join in once to stop it?
31. Would you rather be horny 24/7 or for only one day per year?
32. Would you rather be a practicing doctor or a medical researcher?
33. Would you rather be a famous director or a famous actor?
34. Would you rather be a reverse centaur or a reverse merman/mermaid?
35. Would you rather your only mode of transportation be a donkey or a giraffe?
36. Would you rather every shirt you ever wear be kind of itchy or only be able to use 1 ply toilet paper?
37. Would you rather have edible spaghetti hair that regrows every night or sweat (not sweet) maple syrup?
38. Would you rather be compelled to high five everyone you meet or be compelled to give wedgies to anyone in a green shirt?
39. Would you rather have everything you draw become real but be permanently terrible at drawing or be able to fly but only as fast as you can walk?
40. Would you rather there be a perpetual water balloon war going on in your city/town or a perpetual food fight?
41. Would you rather have to fart loudly every time you have a serious conversation or have to burp after every kiss?
42. Would you rather become twice as strong when both of your fingers are stuck in your ears or crawl twice as fast as you can run?
43. Would you rather have everything in your house perfectly organized by a professional or have a professional event company throw the best party you’ve ever been to, in your honor?
44. Would you rather be an amazing painter or a brilliant mathematician?
45. Would you rather be trapped in a small room with 10,000 tarantulas for 10 minutes or eat 10 tarantulas in 10 minutes?
46. Would you rather have everything you eat be too salty or not salty enough no matter how much salt you add?
47. Would you rather have a completely automated home or a self-driving car?
48. Would you rather work very hard at a rewarding job or hardly have to work at a job that isn’t rewarding?
49. Would you rather be held in high regard by your parents or your friends?
50. Would you rather be an amazing virtuoso at any instrument but only if you play naked or be able to speak any language but only if close your eyes and dance while you are doing it?
51. Would you rather your shirts be always two sizes too big or one size too small?
52. Would you rather live in a cave or live in a tree house?
53. Would you rather lose your left hand or right foot?
54. Would you rather face a fork in the road or be forced to pick between three doors?
55. Would you rather have a personal maid or a personal chef?

1. Would you rather be able to breathe underwater or have the agility of a cat?
2. Would you rather be a famous rapper or a notorious mobster?
3. Would you rather be a part of an arranged marriage or spend your life as a single person?
4. Would you rather lose all of your teeth or lose a day of your life every time you kissed someone?
5. Would you rather never be able to use a touchscreen or never be able to use a keyboard and mouse?
6. Would you rather be able to erase people’s memory or predict their future?
7. Would you rather never get angry or never be envious?
8. Would you rather have free Wi-Fi wherever you go or be able to drink unlimited free coffee at any coffee shop?
9. Would you rather live in the wilderness far from civilization or live on the streets of a city as a homeless person?
10. Would you rather the general public think you are a horrible person but your family be very proud of you or your family think you are a horrible person but the general public be very proud of you?
11. Would you rather live your entire life in a virtual reality where all your wishes are granted or in the real world?
12. Would you rather be alone for the rest of your life or always be surrounded by annoying people?
13. Would you rather never use social media sites/apps again or never watch another movie or TV show?
14. Would you rather have a horrible short-term memory or a horrible long-term memory?
15. Would you rather be completely invisible for one day or be able to fly for one day?
16. Would you rather be locked in an amusement park or a library?
17. Would you rather sing like an opera star or cook like a gourmet chef?
18. Would you rather have your flight delayed by 8 hours or lose your luggage?
19. Would you rather be in your pajamas or a suit all day?
20. Would you rather have your first child when you are 18 or 40?
21. Would you rather be the star player on a losing basketball team or ride the bench on a winning one?
22. Would you rather spend the day with your favorite athlete or your favorite movie star?
23. Would you rather live where it is constantly winter or where it is constantly summer?
24. Would you rather travel the world for a year all expenses paid or have $40,000 to spend on whatever you want?
25. Would you rather be the best in the world at climbing trees or the best in the world at jumping rope?
26. Would you rather have a flying carpet or a car that can drive underwater?
27. Would you rather be the first person to explore a planet or be the inventor of a drug that cures a deadly disease?
28. Would you rather go deep sea diving or bungee jumping?
29. Would you rather be a kid your whole life or an adult your whole life?
30. Would you rather go on a cruise with friends or with your spouse?
31. Would you rather lose your keys or your cell phone?
32. Would you rather eat a meal of cow tongue or octopus?
33. Would you rather have x-ray vision or magnified hearing?
34. Would you rather work in a group or work alone?
35. Would you rather be stuck on an island alone or with someone who talks incessantly?
36. Would you rather be too hot or too cold?
37. Would you rather control space or time?
38. Would you rather have no internet or no cell phone?
39. Would you rather have a horrible job, but be able to retire comfortably in 10 years or have your dream job, but have to work until the day you die?
40. Would you rather travel to the future or the past?
41. Would you rather have super strength or super intelligence?
42. Would you rather be a famous movie star or a renowned scientist?
43. Would you rather live without music or without movies?
44. Would you rather always be slightly late or super early?
45. Would you rather have a pet dragon or a pet unicorn?
46. Would you rather be able to speak all foreign languages or talk to animals?
47. Would you rather never have to sleep or never have to eat?
48. Would you rather live in space or under the sea?
49. Would you rather go on a world tour or go to space?
50. Would you rather have a rewind button or a pause button for your life?
51. Would you rather fight one horse-sized duck or a hundred duck-sized horses?
52. Would you rather be invisible or be able to fly?
53. Would you rather live in a world of magic or a world of advanced technology?
54. Would you rather be a master at every musical instrument or fluent in every language?
55. Would you rather have a personal chef or a personal driver?
56. Would you rather be able to control fire or water?
57. Would you rather be a famous director or a famous actor?
58. Would you rather never get stuck in traffic again or never get another cold?
59. Would you rather have a completely automated home or a self-driving car?
60. Would you rather give up your smartphone or your computer?
61. Would you rather live without heat and AC or live without social media?
62. Would you rather explore a new planet or the deepest parts of the ocean?
63. Would you rather be a successful artist or a successful business owner?
64. Would you rather have the ability to read minds or be invisible?
65. Would you rather be able to teleport anywhere or be able to time travel?
66. Would you rather have a personal robot or a personal jet?
67. Would you rather live in a treehouse or a floating boathouse?
68. Would you rather have a lifetime supply of your favorite food or never have to pay for a meal at restaurants?
69. Would you rather be a character in an action-packed thriller or a romantic comedy?
70. Would you rather have a tail that wags when you’re happy or ears that wiggle when you’re excited?
71. Would you rather live in eternal winter or eternal summer?
72. Would you rather have the ability to change the color of anything at will or change the taste of anything?
73. Would you rather be an Olympic athlete or a Nobel Prize winner?
74. Would you rather have a photographic memory or an IQ of 180?
75. Would you rather be able to play every musical instrument or master every type of sport?
76. Would you rather live in a house shaped like a circle or a triangle?
77. Would you rather have a garden full of butterflies or a pond full of colorful fish?
78. Would you rather only be able to whisper or only be able to shout?
79. Would you rather have the power to make things grow faster or heal instantly?
80. Would you rather have the ability to see 10 minutes into the future or 150 years into the future?

Meanwhile, here are some more and unique ‘would you rather’ questions:

FAQs

“Would You Rather” questions are a delightful and engaging way to connect with your boyfriend, offering insights into each other’s minds and hearts. Here are some FAQs to guide you:

• How do I ask my boyfriend “would you rather” questions?

Introduce the game in a relaxed setting, perhaps during a long drive, a quiet evening at home, or while enjoying a meal together. Start with lighter, more humorous questions to set a fun tone. Explain that there are no right or wrong answers and that it’s all in the spirit of fun and getting to know each other better.

• What are some tips for making “would you rather” questions more fun and thought-provoking?

To keep the game engaging, balance your questions between whimsical, absurd scenarios and more profound, introspective ones. Consider your boyfriend’s interests and hobbies when crafting questions, as personalized queries often yield the most interesting discussions. Don’t be afraid to follow up on his answers with “why” to encourage deeper conversation.

• What are some “would you rather” questions that I should avoid asking my boyfriend?

Steer clear of questions that might be too personal or sensitive, especially if you’re still getting to know each other. Avoid topics that might trigger negative emotions, such as past traumas or deeply held fears. It’s also wise to avoid questions that might force him to make uncomfortable choices about family or friends.

• How do I respond to my boyfriend’s answers to “would you rather” questions?

Show genuine interest in his answers. If his response surprises you, ask for more details in a non-judgmental way. Share your own thoughts and choices to keep the exchange mutual. This game is not just about the answers, but about understanding the reasoning behind them, so encourage open and honest communication.

• How can I use “would you rather” questions to deepen my relationship with my boyfriend?

Use these questions to explore areas of his personality and life experiences that might not come up in regular conversation. Listen attentively to his responses, as they can give you insights into his values, desires, and how he thinks. This can lead to a deeper emotional connection and mutual understanding.

Conclusion

“Would You Rather” questions are more than just a game; they’re a pathway to learning more about each other in a fun and engaging manner.

They can break the ice in new relationships or add depth to established ones, fostering a sense of closeness and understanding. Remember, the key is to maintain a light-hearted spirit, respect each other’s viewpoints, and enjoy the journey of discovery together.