128 Would You Rather Questions For Your Boyfriend To Get to know Him Better



WYR questions for boyfriend - featured image

‘Would you rather’ questions are not only fun they are also a great way to get to know someone on a deeper level. This article is a curated list of funny, thought-provoking as well as romantic would you rather questions that you can ask your boyfriend or any guy for that matter.



The questions have been divided into the following four categories:

Fun would you rather questions for him


1. Would you rather live in a glass house or a house of mirrors?


2. If you had to live in any place away from people, would you rather be on a mountain or an island?


3. Would you rather live in a world with no chocolate or no coffee?


4. Would you rather only eat sweet or savory foods for the rest of your life?




5. Would you rather have music playing all the time or never hear music again?


6. Would you rather have $20 every day for the rest of your life or a lump sum of $50,000 now?


7. Would you rather never play or play but always lose?


8. Would you rather live in a world with no color or a world with no music?


9. Would you rather eat cookies (same type of cookie) or ice cream (same flavor) for desert for the rest of your life?


10. Would you rather go without electricity for a week or not be able to flush your toilet for a week?


11. Would you rather live in the Roman Empire or the Middle Ages?


12. Would you rather be a ninja or a pirate?


13. Would you rather be able to control the weather or be able to talk to animals?


14. Would you rather never use social media again or never watch another movie or TV show?


15. Would you rather be locked in a room that is constantly dark for a week or a room that is constantly bright for a week?


16. Would you rather be able to teleport anywhere or be able to read minds?


17. Would you rather give up bathing for a month or give up the internet for a month?


18. Would you rather never be able to eat meat or never be able to eat vegetables?


19. Would you rather give up watching TV/movies for a year or give up playing games for a year?


20. Would you rather have a rewind button or a pause button?


21. Would you rather own a Lightsaber or a Hoverboard?


22. Would you rather be stuck in an elevator or run out of gas in the middle of nowhere?


23. Would you rather have superhuman hearing or superhuman vision?


24. Would you rather Be a complete master in all musical instruments, or be naturally fluent in all languages?


25. Would you rather sleep without a pillow or sleep without a blanket?


26. Would you rather eat the same breakfast for the rest of your life or the same dinner for the rest of your life?


27. Would you rather have one wish granted now or 3 wishes after 5 years?


28. Would you rather live one perfect day over and over or live your life with no perfect days but just decent ones?


29. Would you rather visit a real life Jurassic Park or meet an intelligent alien life form?


30. Would you rather travel to a new place or return to the same place annually?


31. Would you rather receive a surprise gift or be asked in advance what you prefer?


32. Would you rather drive a Tesla or a Corvette for the rest of your life?


33. Would you rather be the star player on a losing football team or an extra riding the bench on a winning one?


34. Would you rather have a romantic trip to an exotic island, or discover something never seen before?


35. Would you rather travel for a year in an RV or travel for a year in a sailboat?


36. Would you rather be able to dunk a basketball or hit a 300 foot home run?


37. Would you rather have free Wi-Fi wherever you go or have free coffee whenever you want?


38. Would you rather wear no socks or no underwear for the rest of your life?


39. Would you rather have lunch with your future self (ten years) or past self (also ten years)?


40. Would you rather have to talk uncomfortably loud at all times or have to whisper at all times?


41. Would you rather have unlimited battery life for any device, or a flawless connection for any device?


42. Would you rather live in a hot country with only one month of moderate weather or live in a cold country with only one month of moderate weather?


43. Would you rather have unlimited admission (without having to stand in lines) to water slides or roller coasters?


44. Would you rather live in your favorite video game or your favorite cartoon?


45. Would you rather eat cold pizza or warm leftover pizza?


46. Would you rather have winter forever or have summer forever?


47. Would you rather have a beautiful inside or outside of your home?


48. Would you rather be able to fly or teleport?


49. Would you rather spend the rest of your life totally indoors or totally outdoors?


50. Would you rather be able to fly or breath underwater?


51. Would you rather make every green light or never have to stand in a line the rest of your life?


52. Would you rather be a character in an action-packed thriller or a romantic comedy?


53. Would you rather be sticky or itchy for the rest of your life?


54. Would you rather read the book or watch the movie?


55. Would you rather have lunch with the Avengers or the Guardians of the Galaxy?


Funny would rather questions for him

56. Would you rather have body hair but never be able to shave or be entirely hairless head to toe?


57. Would you rather go bald or have hair that grows so fast, you have to get a haircut every other day?


58. Would you rather never be allowed to shave or get a haircut ever again?


59. Would you rather have a permanent milk mustache or a permanent ice cream beard?


60. Would you rather not be able to play videogames again or not be able to listen to music again?


61. Would you rather have unlimited bacon and no video games or unlimited video games and no bacon?


62. Would you rather be a god at every video game that will ever be released or be the best in the world at math?


63. Would you rather fight Mike Tyson once or Talk like him forever?


64. Would you rather take a punch by Mike Tyson or kick by Bruce Lee?


65. If you could only eat one meal a day for the rest of your life, would you rather eat breakfast, lunch, or dinner?


Also Read: List of 92 Funniest Word You Rather Questions (Family Friendly)


Thought-provoking would you rather questions for him


66. Would you rather enjoy your life with what you’ve got, or use your time now to prepare for a better future?


67. Would you rather go back in time to meet your ancestors or go to the future to meet your great grandchildren?


68. Would you rather be more happy or more productive?


69. Would you rather manage or be a manager?


70. Would you rather be on stage or in the audience?


71. Would you rather be happy, wealthy, or healthy?


72. Would you rather receive a gift or have someone do something nice/helpful for you?


73. Would you rather work hard & be a self made billionaire in 10 years, or would you rather become a millionaire right now with no effort?


74. Would you rather change the job you do or the location of where you work?


75. Who would you rather be, a student or a teacher?


76. Would you rather be a hard liberal or hard conservative?


77. Would you rather receive as a gift, money or a thing or an experience?


78. Would you rather be the most athletic person in the world or the smartest person in the world?


79. Would you rather be a wolf in the wild or a dog in a house?


80. Would you rather inherit or earn $50,000,000?


81. Would you rather work at a large firm and commute 1 hour each way, or at a smaller business 5 minutes from home?


82. Would you rather go back to age 5 with everything you know now or know now everything your future self will learn?


83. Would you rather see the sunset or the sunrise?


84. Would you rather live in a place you love but be with people you dislike, or stay somewhere you don’t like but live with people you have good relationships with?


85. Would you rather know everything or have everything?


86. Would you rather forgive or forget?


87. Given the chance would you rather witness how the universe began or how it will end?


88. Would you rather be a multi-billionaire or president of the United States?


89. Would you rather have $100 million or be perfectly healthy for the rest of your life?


90. Would you rather give up listening to music or watching movies for the rest of your life?


91. Would you rather know everything about one thing or one thing about everything?


92. Would you rather live in a world with no problems, or live in a world where you rule?


93. Would you rather travel for the rest of your life or settle in one place?


94. Would you rather live in a world with religion or without?


95. Would you rather everyone in your country had a gun or absolutely no one in your country had a gun?


96. Would you rather be unable to experience sadness or be unable to experience anger?


97. Do you think it is better to tell the truth and hurt someone’s feelings or tell a little lie to keep from hurting the person?


98. Would you rather have more money or more time?


99. Would you rather never lose your phone again or never lose your keys again?


100. Would you rather live under a sky with no stars at night or live under a sky with no clouds during the day?


Romantic would you rather questions for him


101. Would you rather receive flowers or send them?


102. Would you rather have breakfast in bed or a midnight snack?


103. Would you rather have a shower or bath together?


104. Would you rather get hugs from the back or get hugs from the front?


105. Would you rather go out to watch a romantic movie or stay indoors and watch a romantic movie?


106. Would you rather give a massage or get a massage?


107. Would you rather burn incense or scented candles?


108. Would you rather your partner give you a foot rub or a bad rub?


109. Would you rather read a romantic novel together or watch a romantic movie together?


110. Would you rather cuddle under a blanket or cuddle beside a fireplace?


111. Would you rather slow dance with your partner or dance to a fast beat?


112. Would you rather have coffee or wine?


113. Would you rather play video games or board games?


114. Would you rather write a love letter or get a love letter?


115. Would you rather cook a meal together with your partner or have a meal cooked for you?


116. Would you rather watch the sunset or watch a movie?


117. Would you rather go for a long walk together or ride bikes together?


118. Would you rather receive one long love letter or 10 short romantic text messages?


119. Would you rather receive a handmade gift or a store bought gift?


120. Would you rather get a bunch of small gifts for Christmas or one really big gift?


121. Would you rather drink at home or at a bar?


122. Would you rather give up hugs or kisses?


123. Would you rather your life be an action movie or a romantic drama?


124. Would you rather go on a movie date or picnic date?


125. Would you rather have a fun day at a nice park or a fun day at a big mall?


126. Would you rather drink a glass of milk or have a glass of hot chocolate?


127. Would you rather have Swiss chocolate, German chocolate, or Belgian chocolate?


128. Would you rather go to a concert or a comedy show?


129. Would you rather cuddle under the stars or have a movie night in?


Have a question that you would like added to this list? Feel free to contact us or let us know in the comments.

Also Read: 143 Would Your Rather Questions On Love and Relationships for Guys/Girls