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200 “This or That” Questions for Friends, Dates, & Late Night Conversations

This or that questions to start debates, laughter, and good yap with friends or family. Try any of these 200 ideas from funny to thoughtful and have fun!

Friends hanging out and having fun together.

Whether you’re looking for some fun party games, or you want to get to know someone better, these “this or that” questions are a great way to break the ice.

Also, they’re a fun way to see how much you know about your best friend or significant other. I mean how well do you really know them unless you break out some “this or that” questions?

So grab a few of these ideas to get a good conversation going, or if you’re headed out on a date. It’s a fun way to change things up, laugh, and maybe take things just a bit deeper. Also, you might even be surprised by some of the answer you get!

Invite your BFF, your partner, or a whole group of friends over and make a game of it, or just use them as good conversation starters. It’s up to you!


In This Article:


This or that questions, pizza or tacos?
PHOTOS: CHASING FOXES

Actually Fun This or That Questions for Friends

1. Movie marathon or series binge?

2. Karaoke or dance battle?

3. Pizza or taco night?

4. Camping under the stars or staying in a really fancy hotel?

5. Ice cream sundaes or milkshakes?

6. Texting all day or just one long phone call?

7. Theme park or beach day?

8. Road trip or fly to a new city?

9. Binge-watching a new show or rewatching your comfort series?

10. A late night snack run or early morning breakfast outing?

11. Group selfies or candid photos?

12. Random adventure or a thoughtfully planned hangout?

13. Concert in a stadium or jazz at a coffee shop?

14. Cooking a dinner together or just ordering takeout?

15. Singing together in the car or having deep talks while driving?

16. Inside jokes or embarrassing stories?

17. Escape rooms or trivia night?

18. Matching outfits or matching drinks?

19. Staying up until the sun rises or waking up in time for sunrise?

20. DIY crafting together or playing a video game together?

21. Movie theater popcorn or homemade popcorn with your own toppings?

22. Dressing up for no real reason or just wearing comfy PJs?

23. Water balloon or snowball fight?

24. Trying a new restaurant or cooking up something completely random at home?

25. Prank calls to friends or writing funny/weird notes to strangers?

26. Be on a game show together or start up a band together?

27. Sharing memes or sharing playlists?

28. Being best friends with a celebrity or keeping your small group forever?

This or that questions, talk to animals or make any inanimate object talk back?
PHOTOS: CHASING FOXES

Funny This or That Questions for Laughs and Weird Debates

29. Bad haircut or a bad hair coloring?

30. Only whisper or only shout forever?

31. Pineapple pizza or candy corn on literally everything?

32. Talk to animals or make any inanimate object talk back?

33. Unlimited free tacos or unlimited free doughnuts?

34. Always wear a pair of clown shoes or always wear a clown nose?

35. Be chased by a duck the size of a horse or 50 horses the size of a duck?

36. Always sneezing or always hiccuping?

37. Eat spaghetti with just your hands or soup with only a fork?

38. Pet dragon or a pet unicorn?

39. Sing instead of talking or dance instead of walking?

40. Be stuck in a room full of mosquitos or stuck in a room full of pigeons?

41. Sleep in an actually haunted house or camp in a spooky swamp?

42. Always smell like garlic or always have everything taste like garlic?

43. Spaghetti hair that grows back every single day or maple syrup sweat?

44. Only ever be able to use memes to communicate or only ever be able to use dad jokes?

45. Only romantic comedies or only horror movies forever?

46. Socks on your hands or mittens on your feet?

47. Only ever speak in movie quotes or song lyrics?

48. Always have to hop instead of walk or crawl instead of run?

49. Get stuck in traffic with a mime or with a stand-up comedian?

50. Teeth that glow in the dark or hair that changes color each day?

51. Always start hiccuping during serious moments or always sneeze in the middle of a funny joke?

52. Be followed by a mariachi band everywhere you go or a bagpiper?

53. Only ever be able to eat food that’s neon-colored or black and white?

54. Have wifi that only works at two in the morning or just when you sing?

55. Never be able to use emojis ever again or only be able to use emojis when you text?

56. Never fail to laugh at the wrong moment or never laugh at the right moment?

Related: 103 Conversation Starters

This or that questions, breakfast in bed or a late night dessert together?
PHOTOS: CHASING FOXES

This or That Questions for Couples to Connect, Laugh, & Flirt

57. Breakfast in bed or a late night dessert together?

58. Long relaxing walks on the beach or cozy nights on the couch together?

59. An amazing surprise date night or planned dream date?

60. Some slow dancing in the kitchen or just singing in the car together?

61. Cute nicknames or really funny inside jokes?

62. Matching outfits or matching pajamas?

63. A romantic candlelit dinner or takeout picnic on the living room floor?

64. A fun road trip together or fly somewhere new?

65. Have a secret spot or discover a new place together?

66. Cook an amazing dinner together or just order in and cuddle?

67. Random, sweet love notes or little surprise gifts?

68. Big spoon or little spoon?

69. Watching the sunset or watching the sunrise together?

70. A double date with good friends or just the two of us?

71. Sharing headphones or sharing a dessert?

72. Holding hands everywhere or just saving it for special moments?

73. Trade phones for the day or playlists for just a week?

74. Staying up late and talking or falling asleep early and cuddling?

75. Dancing in the rain together or kissing in the snow?

76. Laughing until we start crying or crying during the sad scene of a movie?

77. Rewatching our favorite comfort show or trying a new series together?

78. Sharing secrets or making a silly bet?

79. A surprise weekend getaway or a lazy weekend at home together?

80. Sending flirty texts all day long or just sweet texts at night?

81. Playing a fun board game or playing video games together?

82. Planning out our future dream trip or reliving one of our favorite memories?

83. A relaxing massage from you or a relaxing massage for you?

84. Romantic kiss under fireworks or under the mistletoe?

Related: 250 Truth or Dare Questions

This or that questions, sweet tooth or salty, savory snacks?
PHOTOS: CAROLINE TABORDA & PAYTON BUTLER/DUPE

This or That Questions to Ask a Guy That Are Fun & Cute

85. Cool hoodie or a leather jacket?

86. Sneakers or boots?

87. A coffee date or a movie date?

88. Texting all day or one long call?

89. Video games or board games?

90. Road trip with good friends or a solo adventure?

91. Late night tacos or early morning pancakes and coffee?

92. Video games together or watch a game play together (with snacks)?

93. Be the funny one or the smart one?

94. Karaoke night or trivia night?

95. Sweet tooth or salty, savory snacks?

96. Roller coasters or water slides?

97. Chill at home or spend the night out in the city?

98. Camping under the stars or stay at a nice hotel with a pool?

99. Always hot weather or always cold weather?

100. Always be in the spotlight or always behind the scenes?

101. Superhero powers or wizard abilities?

102. Watch sports or play sports?

103. Pineapple pizza or never have pizza again?

104. Comedy or action movies?

105. Surprise parties or lowkey hangouts?

106. Fries with ketchup or ranch?

107. Be the driver or the DJ on roadtrips?

108. Text back instantly or just take your time?

109. Ice skating or late night bowling?

110. Good sunglasses or a good baseball cap?

111. Start the day off with coffee or end it with a dessert?

112. Always win at rock-paper-scissors or always win at coin tosses?

Related: 170 Would You Rather Questions

This or that questions, flowers or chocolates?
PHOTOS: CHASING FOXES & CAROLINE TABORDA FROM DUPE

This or That Questions to Ask a Girl for Sweet Moments

113. Flowers or chocolates?

114. Romantic candlelit dinner or a stargazing picnic?

115. Love notes or surprise hugs?

116. Holding hands or forehead kisses?

117. Matching bracelets or matching hoodies?

118. Walks on the beach or walks in the park?

119. Coffee with a sunrise, or dessert with a sunset?

120. A homemade gift or something store-bought but super thoughtful?

121. Sharing a milkshake or sharing popcorn together?

122. A romantic movie night or reading and cuddling on the couch together?

123. Breakfast in bed or a late night taco truck run together?

124. Fun selfies together or just candid photos?

125. Kissing in the rain or cuddling by a fire?

126. Surprise date or a fully planned out dream date?

127. Compliments whispered or written in a love note?

128. Singing your favorite song or making you a playlist?

129. Write sweet love letters to each other or record romantic voice notes?

130. Sending sweet texts throughout the day or one long love letter?

131. A cozy blanket fort or stargazing on the roof?

132. Matching mugs or matching phone cases?

133. An ice cream date or a hot chocolate date?

134. A long walk talking about everything or a comfortable silence together?

135. Your favorite dessert made together or getting a surprise dessert delivered?

136. Sunday morning pancakes or Friday night pizza delivery?

137. Staying up super late talking or waking up early to grab coffee together?

138. Cuddling while watching a movie together or cuddling just before sleep?

139. Dream about traveling or building a home together?

140. Laugh so hard you cry with me or have me wipe away your tears?

This or that questions, coffee or tea?
PHOTOS: CHASING FOXES

This or That Questions to Get to Know Someone (Without Any Awkwardness)

141. Coffee or tea?

142. Morning or night person?

143. Sweet snacks or salty snacks?

144. The mountains or the beach?

145. Movies or TV shows?

146. Texting or calling?

147. Dogs or cats?

148. Comedy or action movies?

149. Book or podcast?

150. Road trip or flying?

151. Summer or winter?

152. Ice cream or cake?

153. Living in the city or countryside?

154. Waking up early or sleeping in on the weekends?

155. Online or mall shopping?

156. Pizza or taco night?

157. Concerts or cultural festivals?

158. Always have perfect wifi or cell service?

159. Series binge or going out with your friends?

160. Cooking at home or going out to eat?

161. Sneakers or sandals?

162. Sunsets or sunrises?

163. Christmas or Halloween?

164. A rainy day inside or a sunny day outside?

165. Text with emojis or text with no emojis?

166. Classic novels or new book series?

167. Theme park rides or water park slides?

168. Always have dessert or always have appetizers?

This or that questions, eat only breakfast or only dinner forever?
PHOTOS: CHASING FOXES

Random This or That Questions to Change Things Up

169. Time travel to the past or time travel to the future?

170. Live on a houseboat or live in a treehouse?

171. Eat only breakfast or only dinner forever?

172. Always have a full phone battery or a full gas tank?

173. Be able to speak every language in the world or play every single instrument?

174. Win the lottery just once or always find a $20 bill in your pocket?

175. Live forever without music or forever without movies?

176. Always have to walk backward or always talk in rhyme?

177. Be invisible or fly for a day?

178. Have a rewind or a pause button for life?

179. Only ever be able to whisper or only ever be able to shout?

180. Never be able to eat sweet or salty foods again?

181. Always know the punchline of a joke or always tell the punchline?

182. Swap lives with a celebrity or your best friend for a week?

183. Only listen to just one song forever or never repeat a song ever again?

184. Pet dinosaur or pet robot?

185. Wear winter clothes in the summer or summer clothes in winter?

186. Teleport or read minds?

187. Unlimited coffee or unlimited smoothies?

188. A job you love with bad pay or a job you hate with really good pay?

189. Always forget people’s names or always forget their birthdays?

190. Always 10 minutes late or always 20 minutes early?

191. Live in outer space or in the sea?

192. Fingers as long as your legs or legs as short as your fingers?

193. Only ever be able to use flip phones or dial-up internet?

194. Be in a comedy or an action movie?

195. Stop time or fast forward time?

196. Always hungry or always tired?

197. Stuck in a video game or stuck in a movie?

198. Unlimited free books or unlimited free plane tickets?

199. Swap voices with a famous singer or swap laughs with a cartoon character?

200. Live one day as royalty or as a superhero?

Up Next, 170 Best ‘Most Likely To’ Questions.

 

Grace Moser is the author and founder of Chasing Foxes, where she writes articles to help women create a life they love in big and small ways. She's been a full-time traveler since 2016 and loves sharing her experiences and exploring the world with her husband, Silas. Her lifestyle and travel advice can also be seen on sites such as Business Insider, Glamour, Newsweek, Huffpost, & Apartment Therapy.

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