The following is a collection of 143 fun as well as thought provoking ‘would you rather’ questions on love, dating and relationships.
The questions have been split into the following categories:
If you would like to add new questions to this list, please feel free to get in touch with your suggestions or you can even leave a comment.
WYR Questions on Love
1. Would you rather be the first to say “I love you” or have it being said to you by the person you are with?
2. Would you rather be someone’s first love or last love?
3. Would you rather be friend-zoned by your crush or have your best friend fall in love with you?
4. Would you rather love someone who’s not attracted to you, or be loved by someone you’re not attracted to?
5. Would you rather be married to your soulmate or have five friends who are 100% loyal to you?
6. Would you rather always be in love but never be loved back, or always have people who are in love with you and never be in love with them?
7. Would you rather be your first love’s second choice or your second love’s first choice?
8. Would you rather love but not be loved back, or never love at all?
9. Would you rather marry someone who loves you but you don’t love them or marry someone who you love but they don’t love you?
10. Would you rather find your true love or a suitcase with five million dollars inside?
11. Would you rather be loved unconditionally and not love, or be desperately in love and not loved in return?
12. Would you rather never meet the love of your life, but make everyone happy, or find your soulmate, and have everyone hate you?
13. Would you rather be trapped in an elevator with someone you hate for one day, or with someone you love for five days?
14. Would you rather have the ability to read minds or be able to make anyone you wanted fall in love with you?
15. Would you rather marry someone you hate who has a lot of money or someone you love who’s poor?
16. Would you rather save someone you love or 10 strangers?
17. Would you rather be good looking but never find true love, or be bad looking but you have found your true love?
18. Would you rather find success but not love, or find love but not success?
19. Would you rather be feared (respected) or loved?
20. Would you rather never love or never listen to music?
21. Would you rather give up on love or coffee?
22. Would You Rather fall in love with someone who hates you but you find very attractive, or be loved by someone you hate but finds you very attractive?
23. Would you rather have a Romeo and Juliet lifestyle but die young, or live but never fall in love?
24. Would you rather never fall in love or never know who loves you?
25. Would you rather be married to the love of your life for 10 years or married to your high school crush for the rest of your life?
26. Would you rather receive an expensive gift with no greeting card from someone who didn’t really care about you, or an inexpensive gift accompanied by a heartfelt letter from someone who loved you?
27. Would you rather, be able to fall in love with anyone but they can’t ever love you, or have anyone fall in love with you but u can’t ever love them?
28. Would you rather be single for the rest of your life or live for one year with the love of your life.29. Would You Rather have the power of a god, true love, or $5 million?
30. Would you rather permanently solve all of your financial issues, health issues or love issues?
31. Would you rather have every girl fall in love with you except the one you truly love, or every girl treats you moderately but the one you truly love loves you back?
32. Would you rather have your dream job or find your true love?
33. Would you rather have the ability to know which person hates you or the ability to know which person is in love with you?
34. Would you rather have everyone know the details of your finances or the details of your love life?
35. Would you rather fall in love or let someone fall in love with you?
36. Would you rather meet your true love while already in a committed relationship or never meet your true love at all?
37. Would you rather be loved by everyone but hated by the person you love the most or be hated by everyone but loved by who you love the most?
38. Would you rather have the ability to read people’s mind or make two people fall in love?
39. Would you rather, kill the person you love the most and nobody will know you did it, or kill the person you hate the most and everyone will know?
40. Would you rather punch the person you love the most or tickle the person you hate the most?
41. Would you rather live 70 more years with no love, or 10 more with all the love you could ever desire?
42. Would you rather learn the meaning of love or the meaning of Life?
43. Would you rather be Loved but ignored or feared but respected?
44. Would you rather sacrifice the whole world to save the person you love OR sacrifice the person you love to save the whole world?
45. Would you rather find the one true love in your life, but have no friends, or have many great friends, but never find the true love?
46. Would you rather have a list of everyone who’s ever been in love with you, or a list of everyone who’s ever absolutely hated you?
47. Would you rather live in a world where everyone hates you for doing the right thing or everyone loves you for doing the wrong thing?
48. Would you rather your significant other does not love you or is obsessively in love with you?
49. Would you rather be insanely wealthy for the rest of your life or madly in love with someone for the rest of your life?
50. Would you rather have immense power, wisdom or love?
51. Would you rather be able to control how much each person in the world loves you at will, or be able to read every level of any person’s mind?
52. Would you rather be hurt by the one you trust the most or the one you love the most?
53. Would you rather meet someone who is absolutely perfect for you and spend the rest of your life together or gain the ability to make anyone fall in love with you?
54. Would you rather be able to cause someone to immensely fear you at any time. Or be able to make people fall in love with you at your will?
55. Would you rather have a temporary true love with your main celebrity crush, or have a lifelong, super close friendship with them?
56. Would you rather understand every phenomena in the universe or find true love and happiness for the rest of your life?
57. Would you rather have a very attractive partner and be ugly and out of shape or have an ugly partner and be very attractive and in great shape?
58. Would you rather truly love someone you can never have or have someone you can never truly love?
59. Would you rather the love of your life is a lot like you or is very different from you?
60. Would you rather be unhappy but with the love of your life or happy but alone forever?
61. Would you rather meet a potential romantic partner through friends or completely randomly, like via the internet?
62. Would you rather have an unrequited love for 5 years or feel no love for 5 years?
63. Would you rather be stranded on a desert island for 10-years with someone you love, or with someone you hate for one month?
64. Would you rather go to heaven or stay in hell with your love?
65. Would you rather choose to be with someone who loves you or with someone who you love?
66. Would you rather love and lose or never love at all?
67. Would you rather be hated by the person you love or be loved by some you hate?
68. Would you rather have the love of your ‘life’ or a life full of ‘love’?
69. 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?
70. Would you rather stay and feel alone or leave and be alone?
71. Would you rather have nothing you ever wanted in life except the perfect partner, or everything you ever wanted in life except a loving partner?
72. Would you rather find your passion or your soul mate?
73. Would you rather be the heartbreaker or get your heart broken?
74. Would you rather fall in love and be rejected or never fall in love?
75. Would you rather hate yourself but have everyone else love you, or love yourself but have everyone else hate you?
76. Would you rather know who your soulmate is but never find out how to meet them, or find out how to meet your soulmate without knowing who it is?
77. Would you rather lose a friend over telling them how you feel about them or lose a friend because you have a crush on them?
78. Would you rather tell that special someone you love them and risk losing them or never tell them how you feel and suffer inside?
79. Would you rather have someone who loves you the most or someone you love more?
80. Would you rather be in a long distance relationship than be single?
81. Would you rather stay in a healthy and loving relationship with a partner you love deeply but who doesn’t want to get married, or settle for a marriage with someone you didn’t feel as strongly for?
WYR Questions on Relationships
82. Would you rather fix a broken relationship or get out of it?
83. Would you rather travel with friends, family, or your significant other?
84. Would you rather want a funny but not attractive boyfriend or a handsome and boring boyfriend?
85. Would you rather a guy be tall or extremely good looking?
86. Would you rather be in a long distance relationship than be single?
87. Would you rather have the power to get over your ex immediately, orWould you rather spend a day with him/her (like you used to)?
88. Would you rather have your partner stay at home and not go out to parties or let them have their freedom?
89. Would you rather try to make your partner jealous of someone or make everyone else jealous of your partner?
90. Would you rather receive a surprise gift from your partner or be asked in advance what you prefer?
91. Would you rather have a million dollars or a faithful life partner?
92. Would you rather have a soulmate or a life partner?
93. Would you rather have a partner who is a lot more attractive than you or a partner who is a lot less attractive than you?
94. Would you rather be in a relationship with someone who has a lack of experience in dating/relationships or has experience in dating/relationships?
95. Would you rather have someone be completely honest with you concerning a relationship or lie through their teeth to you about it?
96. Would you rather be someone’s first love or last love?
97. Would you rather pick your favorite sport over your partner or your partner over your favorite sport?
98. Would you rather continue a relationship with your partner if he/she didn’t stand up for you or call it quits?
99. Would you rather your partner be hot or intelligent?
100. Would you rather have a good long-distance relationship or a mediocre “close” relationship?
101. Would you rather have more empathy than your partner or your partner have more empathy than you?
102. Would you rather be in a bad relationship with a good person or in a good relationship with a bad person?
103. Would you rather break up with someone or have someone breakup with you?
104. Would you rather be with a man 20 years older than you or 10 years younger?
105. Would you rather be with someone for passion or stability?
106. Would you rather marry a supermodel or a Normal person?
107. Would you rather be with someone who makes you happy or someone that is always loyal and dedicated to you?
108. Would you rather be able to read your partner’s mind or have a partner who can read your mind?
109. Would you rather your partner acknowledge your anniversary with a nice card or do you expect an elegant night on the town?
110. Would you rather have a significant other who hates your parents or a significant other who hates your dog?
111. Would you rather find a partner locally or from a foreign country?
112. Would you rather date someone who dumped his or her last partner or someone who was the dumpee?
113. Would you rather have a partner who’s very thin or someone with a little extra weight?
114. Would you rather have a smart or attractive partner?
115. As an entrepreneur,Would you rather have a life partner that is also an entrepreneur or someone with a regular corporate job?
116. Would you rather have a partner with an infectious smile or an infectious laugh?
117. Would you rather have a passive aggressive partner or someone who puts their cards on the table?
118. Would you rather be smarter than your partner or have a partner that’s smarter than you?
119. Would you rather have a rude partner or someone who talks incessantly about themselves?
WYR Questions on Dating
120. Would you rather date an introvert or an extrovert?
121. Would you rather date a player who has lots of admirers or a plain and unpopular person who only has you?
122. Would you rather date someone who is clingy or has a jealousy problem?
123. Would you rather date a writer or a musician?
124. Would you rather ask or be asked on a date?
125. Would you rather date the Joker or Batman?
126. Would you rather date a person with a high emotional quotient or a high intelligence quotient?
127. Would you rather date someone who is gorgeous and rude or someone ugly and extremely nice?
128. Would you rather date a birther or a flat earther?
129. Would you rather go out to the movies or go get coffee on a first date?
130. Would you rather date a Jedi or a Sith?
131. Would you rather date a perfect model who is boring or an average person who is fun?
132. Would you rather date an arrogant or insecure person?
133. On a date, Would you rather sit next to your date or in front of them?
134. Would you rather go on a date to the museum or the bookstore?
135. Would you rather your first relationship in life is the person you end up marrying orWould you rather date a few frogs first?
136. Would you rather date an alt right guy who looked like Brad Pitt or a feminist liberal who looked like Aziz Ansari?
137. Would you rather date a man who was plain looking but funny or a man who was handsome with an average personality?
138. Would you rather date someone who refuses to cuddle or who refuses to go down on you?
139. Would you rather date someone fun and smart or someone much more chivalrous but not as brilliant?
140. Would you rather date someone who tells you the truth or someone who tells you what you want to hear?
141. Would you rather date Melania Trump, Michelle Obama or Brigitte Macron?
142. Would you rather date a cute small guy or a big guy who can protect you?
143. Would you rather date: Thor, Loki, or Captain America?
Would you rather spend a day with him/her (like you used to)?
88. Would you rather have your partner stay at home and not go out to parties or let them have their freedom?
89. Would you rather try to make your partner jealous of someone or make everyone else jealous of your partner?
90. Would you rather receive a surprise gift from your partner or be asked in advance what you prefer?
91. Would you rather have a million dollars or a faithful life partner?
92. Would you rather have a soulmate or a life partner?
93. Would you rather have a partner who is a lot more attractive than you or a partner who is a lot less attractive than you?
94. Would you rather be in a relationship with someone who has a lack of experience in dating/relationships or has experience in dating/relationships?
95. Would you rather have someone be completely honest with you concerning a relationship or lie through their teeth to you about it?
96. Would you rather be someone’s first love or last love?
97. Would you rather pick your favorite sport over your partner or your partner over your favorite sport?
98. Would you rather continue a relationship with your partner if he/she didn’t stand up for you or call it quits?
99. Would you rather your partner be hot or intelligent?
100. Would you rather have a good long-distance relationship or a mediocre “close” relationship?
101. Would you rather have more empathy than your partner or your partner have more empathy than you?
102. Would you rather be in a bad relationship with a good person or in a good relationship with a bad person?
103. Would you rather break up with someone or have someone breakup with you?
104. Would you rather be with a man 20 years older than you or 10 years younger?
105. Would you rather be with someone for passion or stability?
106. Would you rather marry a supermodel or a Normal person?
107. Would you rather be with someone who makes you happy or someone that is always loyal and dedicated to you?
108. Would you rather be able to read your partner’s mind or have a partner who can read your mind?
109. Would you rather your partner acknowledge your anniversary with a nice card or do you expect an elegant night on the town?
110. Would you rather have a significant other who hates your parents or a significant other who hates your dog?
111. Would you rather find a partner locally or from a foreign country?
112. Would you rather date someone who dumped his or her last partner or someone who was the dumpee?
113. Would you rather have a partner who’s very thin or someone with a little extra weight?
114. Would you rather have a smart or attractive partner?
115. As an entrepreneur,Would you rather have a life partner that is also an entrepreneur or someone with a regular corporate job?
116. Would you rather have a partner with an infectious smile or an infectious laugh?
117. Would you rather have a passive aggressive partner or someone who puts their cards on the table?
118. Would you rather be smarter than your partner or have a partner that’s smarter than you?
119. Would you rather have a rude partner or someone who talks incessantly about themselves?
WYR Questions on Dating
120. Would you rather date an introvert or an extrovert?
121. Would you rather date a player who has lots of admirers or a plain and unpopular person who only has you?
122. Would you rather date someone who is clingy or has a jealousy problem?
123. Would you rather date a writer or a musician?
124. Would you rather ask or be asked on a date?
125. Would you rather date the Joker or Batman?
126. Would you rather date a person with a high emotional quotient or a high intelligence quotient?
127. Would you rather date someone who is gorgeous and rude or someone ugly and extremely nice?
128. Would you rather date a birther or a flat earther?
129. Would you rather go out to the movies or go get coffee on a first date?
130. Would you rather date a Jedi or a Sith?
131. Would you rather date a perfect model who is boring or an average person who is fun?
132. Would you rather date an arrogant or insecure person?
133. On a date, Would you rather sit next to your date or in front of them?
134. Would you rather go on a date to the museum or the bookstore?
135. Would you rather your first relationship in life is the person you end up marrying orWould you rather date a few frogs first?
136. Would you rather date an alt right guy who looked like Brad Pitt or a feminist liberal who looked like Aziz Ansari?
137. Would you rather date a man who was plain looking but funny or a man who was handsome with an average personality?
138. Would you rather date someone who refuses to cuddle or who refuses to go down on you?
139. Would you rather date someone fun and smart or someone much more chivalrous but not as brilliant?
140. Would you rather date someone who tells you the truth or someone who tells you what you want to hear?
141. Would you rather date Melania Trump, Michelle Obama or Brigitte Macron?
142. Would you rather date a cute small guy or a big guy who can protect you?
143. Would you rather date: Thor, Loki, or Captain America?
Would you rather date a few frogs first?
136. Would you rather date an alt right guy who looked like Brad Pitt or a feminist liberal who looked like Aziz Ansari?
137. Would you rather date a man who was plain looking but funny or a man who was handsome with an average personality?
138. Would you rather date someone who refuses to cuddle or who refuses to go down on you?
139. Would you rather date someone fun and smart or someone much more chivalrous but not as brilliant?
140. Would you rather date someone who tells you the truth or someone who tells you what you want to hear?
141. Would you rather date Melania Trump, Michelle Obama or Brigitte Macron?
142. Would you rather date a cute small guy or a big guy who can protect you?
143. Would you rather date: Thor, Loki, or Captain America?
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