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200 Would You Rather Dating Questions

Dating is all about getting to know someone. Oftentimes, when people go on dates you are looking for your best friend and someone you want to spend the rest of your life with. Or you may simply be looking for someone to have fun with.

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Syda Productions

No matter your motivation, asking would you rather questions on a date is a great way to get to know someone. Thankfully, we are here to help you out.

Here is the scoop on the best would you rather dating questions!

Why We Love Would You Rather Questions

Would you rather questions are the best way to get to know someone in a unique way. These questions act as great conversation starters to help discuss unique topics. Often these questions are funny questions that will make you laugh and come up with funny answers!

The best part about these questions is that there are no wrong answers. Whether you need entertainment on a road trip or first date questions, these are a great choice. Even if you are in a long-distance relationship, these are great questions.

man laying with head in woman's lap
Foxy Dolphin

Playing a question game with simple questions is a great activity for your next date night. Whether you want serious questions, flirty questions, deep questions, or silly ones, we have you covered!

By asking the right questions you will take any relationship to the next level. It is the perfect way to get someone to open up and feel comfortable with you.

These questions are a fun way to get to know someone on a deeper level! So, the next time you are on a date or just hanging out with good friends, try asking them some of these fun questions!

Would You Rather Questions

Here is our set of questions for when you are on a date!

couple talking in park
Creatas Images

1. Would you rather only be able to watch horror movies or only be able to watch a romantic comedy?

2. Would you rather never use social media again, or never watch movies or TV again?

3. Would you rather know someone for a long time before dating them or jump right into a relationship?

4. Would you rather be the funniest person in the room or the smartest person?

5. Would you rather make a lot of money at a job you don’t like, or work your dream job for very little money?

6. Would you rather never eat your favorite food again or never eat your favorite dessert again?

7. Would you rather find true love or be incredibly wealthy?

8. Would you rather only communicate with text messages or email?

9. Would you rather have a successful love life or a successful career?

10. Would you rather be stranded on a desert island or in the arctic?

11. Would you rather only be able to eat ice cream or pizza?

12. Would you rather have to power to read people’s minds or have the power to fly?

13. Would you rather always have bad breath or always have spinach stuck in your teeth?

14. Would you rather go your entire life without a cell phone or without a television?

15. Would you rather meet the love of your life or marry your celebrity crush?

16. Would you rather have really bad short-term memory or never be able to forget anything?

17. Would you rather win the lottery and receive a little bit of that money over time or receive a lump sum?

18. Would you rather follow GPS instructions or try to find a better way on your own?

19. Would you rather be stuck on a deserted island with your mom or your dad?

20. Would you rather go on a blind date with someone who is really nice or really funny?

21. Would you rather experience a zombie apocalypse or a nuclear bomb?

22. Would you rather always have long hair or short hair?

23. Would you rather have a photographic memory or have the ability to erase your memories?

24. Would you rather have a great relationship with bad kissing or a bad relationship with great kissing?

25. Would you rather be your own boss or work for someone else?

woman holding man's arm
hlehnerer

26. Would you rather only be able to read history books or science books?

27. Would you rather be stuck in high school or stuck in elementary school?

28. Would you rather be able to read your partner’s mind or read the mind of your arch enemy?

29. Would you rather be able to pick up and play any musical instrument or be great at every sport?

30. Would you rather have Darth Vader or Thanos as your dad?

31. Would you rather have enough money to buy anything you want or everything you need?

32. Would you rather spend your whole life as an adult or as a child?

33. Would you rather never make a phone call again or only be able to communicate via phone call?

34. Would you rather only be able to watch your favorite movie, or never watch it again?

35. Would you rather never be able to use search engines again or never be able to use your cell phone?

36. Would you rather get famous from your hard work or because of something embarrassing?

37. Would you rather be a famous actor or a famous athlete?

38. Would you rather make or buy the perfect gift for someone you love?

39. Would you rather have an encounter with your ex or your partner’s ex?

40. Would you rather have as much money as Jeff Bezos or be as smart as Albert Einstein?

41. Would you rather be able to see your own future or be able to revisit your past?

42. Would you rather live without heat or air conditioning?

43. Would you rather see your favorite band live or watch your favorite actor in a live performance?

44. Would you rather take a long walk or a short run?

45. Would you rather always have an annoying song stuck in your head or always have an itch that you can’t reach?

46. Would you rather be instantly good at video games or sports?

47. Would you rather live on the first or second floor of a building?

48. Would you rather live in the city or in a small town?

49. Would you rather have lots of body hair or no hair at all?

50. Would you rather take a vow of silence or go on a hunger strike?

man and woman talking around computer
Kindel Media

51. Would you rather live a happy life or a peaceful life?

52. Would you rather end world hunger or stop all wars?

53. Would you rather live with your partner’s parents or their siblings?

54. Would you rather have a lot of money and nothing to buy with it or

55. Would you rather have x-ray vision or invisibility?

56. Would you rather be a contestant on a dating game show or a trivia show?

57. Would you rather only watch Hallmark Christmas movies or Hallmark fall movies?

58. Would you rather go outside on rainy days or incredibly hot days?

59. Would you rather have dinner with Lady Gaga or Ariana Grande?

60. Would you rather be able to talk to your future self or your past self?

61. Would you rather only have really weird dreams or never have dreams at all?

62. Would you rather only be able to eat spicy food or sweet food?

63. Would you rather have a housekeeper or a personal chef?

64. Would you rather spend your entire day doing a handstand or backflips?

65. Would you rather lose your sight or your memories?

66. Would you rather be 10 feet tall or 10 inches tall?

67. Would you rather be able to communicate with animals or control the elements?

68. Would you rather drink coffee or tea?

69. Would you rather vacation at the beach or in the mountains?

70. Would you rather be fashionably late or way too early?

71. Would you rather have a conversation in complete darkness or silence?

72. Would you rather be able to fly or breathe underwater?

73. Would you rather own a pet dragon or a pet unicorn?

74. Would you rather live in an igloo or an underground bunker?

75. Would you rather go on a road trip or a cruise?

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Goodshoot

76. Would you rather be able to speak any language fluently or play any instrument perfectly?

77. Would you rather go to the movies alone or with your parents?

78. Would you rather live in a house or an apartment?

79. Would you rather have a job doing something creative or something analytical?

80. Would you rather have a long-distance relationship or would you rather date someone who lives in the same city as you?

81. Would you rather date someone who likes the same things as you, or someone completely different from you?

82. Would you rather take up a hobby that nobody else has ever done before, or master an existing hobby that many others are into?

83. Would you rather have a relationship with someone who is always serious, or someone who is always joking around?

84. Would you rather be someone’s first love or last love?

85. Would you rather stay in one place for the rest of your life, or explore the world and never settle down?

86. Would you rather have a relationship where you show affection in public or would you rather keep it private?

87. Would you rather date someone with the same interests as yours, or would you rather date someone that has completely different interests?

88. Would you rather date someone who is always on time, or someone who is always fashionably late?

89. Would you rather be in a relationship where you talk all the time or would you rather have some space?

90. Would you rather date someone who is spontaneous and always up for adventure, or would you rather date someone who is more of a homebody?

91. Would you rather date someone who is a good listener, or would you rather date someone who always has something to say?

92. Would you rather have dinner at a new restaurant every night, or would you rather cook dinner together with your partner every night?

93. Would you rather have an adventurous relationship where there’s never a dull moment, or would you rather have a slow-paced relationship where there’s never any drama?

94. Would you rather play a board game together or watch a movie together?

95. Would you rather have a relationship that revolves around music, or would you rather have one that revolves around art?

96. Would you rather go on a road trip with your partner or would you rather stay in and spend the weekend together?

97. Would you rather have a pause or a rewind button in your life?

98. Would you rather spend a week in the forest or a night in a real haunted house?

99. Would you rather be forced to dance every time you heard music or be forced to sing along to any song you heard?

100. Would you rather your only mode of transportation be a skateboard or a scooter?

couple talking on roof
Ron Lach

101. Would you rather give a gift or receive a gift?

102. Would you rather oversleep every day for a week or not get any sleep at all for 5 days?

103. Would you rather never eat your favorite fruit ever again or be forced to eat it with every meal?

104. Would you rather there be a perpetual water balloon war going on in your town or a perpetual food fight?

105. Would you rather love and lose, or never love at all?

106. Would you rather kiss in the dark or kiss in the rain?

107. Would you rather date someone who is always punctual, or would you rather date someone who isn’t afraid to be late sometimes?

108. Would you rather spend a romantic weekend away with your partner in the mountains or at the beach?

109. Would you rather go to a concert alone or with a group of friends?

110. Would you rather go to a music festival or an art show?

111. Would you rather travel around the world with your partner or stay in one place together?

112. Would you rather have a romantic picnic in a park or would you rather take a long walk together on the beach?

113. Would you rather date someone who likes to stay in, or would you rather date someone who is always up for a spontaneous adventure?

114. Would you rather have a relationship that’s full of surprises and excitement, or would you rather have one that’s more stable and predictable?

115. Would you rather take up a hobby that nobody else has ever done, or would you rather take up a popular hobby?

116. Would you rather go on an outdoor adventure with your partner, or would you rather stay in and watch movies together?

117. Would you rather be the life of the party or would you rather be the observer?

118. Would you rather have meaningful conversations every day or would you rather laugh and joke around with your partner?

119. Would you rather go on a romantic getaway with your partner, or would you rather stay in and have a cozy night at home together?

120. Would you rather date someone who is always up for trying new things, or would you rather date someone who would rather stick to their comfort zone?

121. Would you rather date someone who is more of a homebody, or would you rather date someone who likes going out and exploring the city?

122. Would you rather go on a romantic dinner cruise or would you rather go for a romantic walk in the park together?

123. Would you rather go to a music festival or would you rather go to a comedy show?

124. Would you rather take a long drive around the countryside, or would you rather stay in and cuddle up together at home?

125. Would you rather watch the sunset with your partner or would you rather watch the sunrise together?

couple sitting on kitchen floor
reginafosterphotos

126. Would you rather go to a museum or would you rather explore a new city together?

127. Would you rather stay in and make dinner for your partner, or go out for a candlelit dinner?

128. Would you rather take a spontaneous road trip with your partner, or plan every detail of your vacation together?

129. Would you rather have an intimate conversation over coffee or have a fun activity that requires teamwork?

130. Would you rather spend the night talking and laughing with your partner, or spend the night dancing and singing along to songs?

131. Would you rather go on a relaxing beach vacation or go camping in the wilderness?

132. Would you rather plan a romantic picnic for your partner, or take them out to their favorite restaurant?

133. Would you rather watch the stars with your partner or would you rather go skating together?

134. Would you rather have an epic adventure with your partner, or have a weekend getaway where all you do is relax and unwind?

135. Would you rather stay up late talking about life with your partner, or watch the sunrise together in a beautiful spot?

136. Would you rather explore new places together or go on a shopping spree together?

137. Would you rather take a hot air balloon ride or would you rather go zip-lining together?

138. Would you rather have a romantic dinner for two or have a fun night out with friends?

139. Would you rather every third thought you have be out loud or never be alone no matter what you are doing?

140. Would you rather solve world hunger or global warming?

141. Would you rather have unlimited battery life on all of your devices or have free WiFi wherever you go?

142. Would you rather travel back in time or into the future?

143. Would you rather be able to fly or be invisible?

144. Would you rather have unlimited money or never worry about health again?

145. Would you rather live on an island alone for a year or travel around the world with your best friend?

146. Would you rather speak any language fluently or master any instrument instantly?

147. Would you rather win the lottery or find true love?

148. Would you rather have your wildest dreams come true or help others achieve their dreams?

149. Would you rather be able to read people’s minds or have the power to control time?

150. Would you rather relive your best memories over and over again, or create brand new ones with your partner?

man and woman talking on pink couch
Polina Zimmerman

151. Would you rather have a mullet for a year or be bald for six months?

152. Would you rather have a penny farthing bicycle or a unicycle as your only form of transport besides walking?

153. Would you rather love your partner more or have them love you more? 

154. Would you rather pay for a meal or have someone pay for you?

155. Would you rather share food or have separate meals?

156. Would you rather be alone all your life or surrounded by really annoying people?

157. Would you rather go a year without Netflix or a year without music?

158. Would you rather date someone who only texts you or date someone who only FaceTimes you?

159. Would you rather be the head of a company or the head of a cult?

160. Would you rather have a live-in chef or a live-in massage therapist?

161. Would you rather explore the bottom of the ocean or outer space? 

162. Would you rather give up your phone for a year or give up social media for six months?

163. Would you rather travel back in time or teleport to the future?

164. Would you rather be able to read minds or control people’s actions?

165. Would you rather go on a shopping spree with your partner, or would you rather have a romantic dinner together?

166. Would you rather take a cooking class together or would you rather learn a new language together?

167. Would you rather take a road trip or would you rather go camping in the wilderness?

168. Would you rather exchange gifts with your partner or would you rather make something special for them?

169. Would you rather have a romantic candlelit dinner, or would you prefer to spend time cuddling and watching a movie?

170. Would you rather take a romantic walk in the park, or would you rather go ice skating together?

171. Would you rather spend a year entirely alone or a year without a home?

172. Would you rather go on Love Island or Love Is Blind?

173. Would you rather be a famous director or a famous actor?

174. Would you rather marry the hottest or smartest person alive?

175. Would you rather go to the beach or go to bungee jumping?

couple laying in field
Nycolle Suabya

176. Would you rather go on a cruise with your boss or never go on vacation ever again?

177. Would you rather live in a cave or live in a tree house?

178. Would you rather let your partner date your best friend or your arch enemy?

179. Would you rather have to wear stilettos to sleep or have to wear slippers everywhere you go?

180. Would you rather meet a ghost or a fairy?

181. Would you rather have seven fingers on each hand or seven toes on each foot?

182. Would you rather be able to fly or have super strength?

183. Would you rather be able to breathe underwater or never get wet?

184. Would you rather be the life of the party or would you prefer a night in alone?

185. Would you rather know one day ahead what is going to happen in your life or would you rather know one day ahead what is going to happen in the world?

186. Would you rather have a pet unicorn or a pet dragon?

187. Would you rather be able to speak every language fluently or master any instrument instantly?

188. Would you rather never have internet access again or never be able to eat your favourite food again?

189. Would you rather have a superpower that would make you invisible, or would you rather have a superpower that would allow you to freeze time?

190. Would you rather go on an exciting and unpredictable adventure with your partner, or would you rather stay in and do something relaxing together?

191. Would you rather take a romantic hot air balloon ride, or would you rather go bungee jumping together?

192. Would you rather watch a horror movie with your partner and be scared, or would you rather play video games against each other and laugh?

193. Would you rather have dinner at a five-star restaurant or would you rather have a picnic in the park?

194. Would you rather take a romantic stroll through the city, or would you rather take a scenic hike together?

195. Would you rather go on a road trip with your partner and explore new places, or would you stay home and have date nights at home for a month?

196. Would you rather plan a surprise vacation for your partner or would you rather have them plan one for you?

197. Would you rather spend a weekend away in a cabin in the woods, or would you rather take an exotic beach getaway together?

198. Would you rather watch the sunrise together at the beach or would you rather watch the sunset together in the mountains?

199. Would you rather read a book together out loud or would you rather play a board game together?

200. Would you rather take a dance class together or would you rather learn how to make cocktails together?

Final Thoughts

That is the scoop on the best would you rather dating questions! There are lots of great ways to start conversations, but these questions will help you to get to know your date in a fun and exciting way.

Give them a try and see where the conversation takes you! Good luck!

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