400 Simple This or That Questions for All Ages in 2025
Asking this or that questions is a fun way to deepen your relationships — budding new ones or old established ones. Whether you’re looking for entertaining party games or questions to ask to get to know your friends better, this or that questions provide excellent insight into people’s preferences, personalities and distinct characteristics. They can also lead to some really interesting and insightful conversations.
Asking great this or that questions can also be an excellent way to express vulnerability and build trust in your relationships. VeryWell Mind mentions communication as being key to creating a safe, healthy connection. Asking this or that questions, along with deep questions to ask, provides the opportunity to learn more about one another and deepen your bond. We’ve compiled a list of the best this or that questions to help you engage in fun and interesting conversations!
Jump to Section
- This or That Questions for Kids
- This or That Questions for Teens
- This or That Questions for Friends
- Funny This or That Questions
- This or That Questions for Couples
- Flirty This or That Questions for Adults
- Spicy This or That Questions
This or That Questions for Kids
Asking your kids this or that questions or would you rather questions is a fun way to engage their critical thinking skills. These questions will also guarantee a good laugh as they grow their unique personalities. You'll learn things about your little angel that you may not have known before.
1. Ice cream or cake?
2. Superheroes or cartoons?
3. Winter or summer?
4. Dogs or cats?
5. Pizza or hamburgers?
6. Books or movies?
7. Dinosaurs or robots?
8. Play outside or inside?
9. Sea animals or jungle animals?
10. Unicorns or dragons?
11. Swimming or running?
12. Morning or night?
13. Skateboarding or rollerblading?
14. Biking or walking?
15. Apple juice or orange juice?
16. Reading or drawing?
17. Science or math?
18. Science or art?
19. Pizza or tacos?
20. Planes or trains?
21. Football or basketball?
22. Snow or rain?
23. Barbies or Trolls?
24. Ice cream cone or ice cream sundae?
25. Roller coasters or merry-go-round?
26. Singing or dancing?
27. Ice skating or roller skating?
28. Board games or card games?
29. Legos or Play-Doh?
30. Watching TV or playing video games?
31. Batman or Spiderman?
32. Batman or Superman?
33. Disney or Pixar?
34. Cake or chocolate?
35. Watching a movie at home or in the theater?
36. Big dogs or small dogs?
37. Fast food or homemade food?
38. Snowball fight or water balloon fight?
39. Halloween or Christmas?
40. Adventure or mystery books?
41. Aquarium or zoo?
42. Theme park or museum?
43. Air guitar or air drums?
44. Board games or strategy video games?
45. Puppies or kittens?
46. Toys or candy?
47. Beach or the pool?
48. Football or soccer?
49. No homework or no bedtime?
50. Pandas or koalas?
51. Sandwiches with crusts or no crusts?
52. Volcano or mountain?
53. Sun or moon?
54. Fruits or vegetables?
55. Disney World or Legoland?
56. Pizza party or pool party?
57. Lions or tigers?
This or That Questions for Teens
This or that questions can make for excellent ice breaker questions for teens because they're always looking to deepen their friendships. Whether they’re meeting new friends or getting to know coworkers at their first job, these questions are a great way for them to connect with others with similar interests.
58. Netflix or YouTube?
59. TikTok or Instagram?
60. Online shopping or in-store shopping?
61. Movies or TV shows?
62. Music or podcasts?
63. Coffee or tea?
64. Texting or calling?
65. iPhone or Android?
66. Snapchat or WhatsApp?
67. Summer vacation or winter vacation?
68. Night owl or early bird?
69. Playing video games or watching sports?
70. Sweet or salty snacks?
71. Hiking or biking?
72. Sports or music?
73. Group chat or one-on-one conversations?
74. Books or e-books?
75. Marvel or DC?
76. Shopping for clothes or shopping for shoes?
77. Winter sports or summer sports?
78. Concerts or festivals?
79. Reality TV or scripted TV?
80. Superhero movies or action movies?
81. Phone calls or FaceTime?
82. Ice cream or frozen yogurt?
83. Sunglasses or hats?
84. Studying or hanging out with friends?
85. Introvert or extrovert?
86. Live in a mansion or cozy cottage?
87. Math or English?
88. Science or History?
89. Road trip or fly on an airplane?
90. City life or country life?
91. Instagram stories or Instagram reels?
92. Beach or mountains?
93. Photography or videography?
94. Funny memes or inspirational quotes?
95. Board games or card games?
96. Coffee shops or cafes?
97. Instagram influencers or YouTube vloggers?
98. Hot chocolate or coffee?
99. Big party or small hangout?
100. Country music or hip-hop?
101. Pancakes or waffles?
102. Superhero or supervillain?
103. Prom or homecoming?
104. Soda or juice?
105. New phone or new clothes?
106. Laptop or tablet?
107. Curly or straight?
108. Pizza or pasta?
109. Suitcase or backpack?
110. Music or art?
111. Morning person or night owl?
112. Spicy food or mild food?
113. Summer or Winter?
114. Comedy or horror movies?
115. Cooking at home or eating out?
116. Sunrise or sunset?
This or That Questions for Friends
Asking your friends this or that questions can lead to some epic conversations. Asking about their preferences on weather, for example, can lead to understanding their favorite activities, and even to some holiday planning together. If you want to make new friends, this or that questions can be some of the best ice breaker games to play to get the ball rolling. Throwing a chill hangout or an epic party? These questions are an excellent way to deepen relationships with your crew, or to start new ones.
117. Summer or winter?
118. Adventure or relaxation?
119. Beach or mountains?
120. Spicy food or mild food?
121. Stay in or go out?
122. Travel to the past or the future?
123. Comedy or drama?
124. Dancing or singing?
125. Winter sports or summer sports?
126. Reading a book or watching a show?
127. Sweet or savory breakfast?
128. Coffee or tea?
129. Explore new places or visit old favorites?
130. Skiing or snowboarding?
131. Mystery or romance books?
132. Cook or order takeout?
133. Deep frying or baking?
134. Texting memes or sending emojis?
135. Road trip with friends or solo adventure?
136. Watching movies at home or in the theater?
137. Go to the beach or the park?
138. Pancakes or waffles?
139. Night in or night out?
140. X or Facebook?
141. Photography or painting?
142. Indoor or outdoor activities?
143. Chocolate or vanilla?
144. Pizza with or without pineapple?
145. Theme park or water park?
146. Board games or card games?
147. Watch sports or play sports?
148. Camping or staying in a hotel?
149. Big gathering or small gathering?
150. Pizza or burgers?
151. Road trip or plane ride?
152. Long drive or short walk?
153. Chocolate cake or cheesecake?
154. Road trip playlist or podcast marathon?
155. Binge-watching TV or movie marathons?
156. Swimming or hiking?
157. Stay up all night or sleep all day?
158. Text or call for important news?
159. Time travel to meet your ancestors or your descendants?
160. Rich or well-traveled?
161. Bad haircut or bad dye job?
162. Instagram famous or infomercial famous?
163. Surprise party or surprise gift?
164. Couch potato or fitness fiend?
165. Looks or personality?
166. Beer or wine?
167. Sneakers or sandals?
168. Star-gazing or cloud watching?
169. Sunrise hike or evening stroll?
170. Bungee jumping or skydiving?
171. Ice cream cone or milkshake?
172. Art gallery opening or indie music festival?
173. Time travel to the past or the future?
Funny This or That Questions
Expand your imagination with the funniest this or that questions! Venture into unknown territory and explore the depths of your creativity by asking the simplest of questions. From silly questions to thought-provokingly funny questions, dive into your friend, partner or family member's minds to see what crazy choices they'll make.
175. Super strength or the ability to talk to animals?
176. Mullet or Mohawk?
177. Have fingers as long as your legs or legs as long as your fingers?
178. Never sleep again or never eat again?
179. Socks on your hands or gloves on your feet?
180. Pet dinosaur or pet dragon?
181. Be a ninja or pirate?
182. Never get hiccups or a papercut ever again?
183. Always laugh at inappropriate times or never laugh again?
185. Wear clown shoes or a clown nose every day?
186. Walk backward or skip everywhere you go?
187. Have a rewind or pause button in life?
188. Speak every language or speak to animals?
189. Have a talking dog or a dog that can write?
190. Have a giant head or a giant body?
191. Always wear a cape or a tutu?
192. Fight a bear or 50 chickens?
193. Hamster-sized elephant or elephant-sized hamster?
194. Get stuck in a room full of spiders or snakes?
195. Have a third arm or third leg?
196. Always smell like chocolate or vanilla?
197. Be able to read minds or control time?
198. Have fingers made of spaghetti or hair made of cotton candy?
199. Only eat foods that are blue or green?
200. Talk like Yoda or talk like a pirate?
201. Always wear pajamas or a suit?
202. Get free food or free wifi every time you go out?
203. Have no elbows or no knees?
204. Be 20 minutes early or 10 minutes late?
205. Pet kangaroo or pet penguin?
206. Have a big nose or a big mouth?
207. Wear a helmet or elbow pads every day?
208. Be able to breathe underwater or fly?
209. Live without music or without the internet?
210. Have no eyebrows or no eyelashes?
211. Only texting in emojis or memes?
212. Pizza with pineapple or anchovies?
213. Only able to hop or crawl?
214. Eat everything with only your hands or only chopsticks?
215. Never be able to blink or smile?
216. Live in a world where it’s always 5 am or 5 pm?
217. Talk only in questions or rhymes?
218. Talking pets or talking babies?
219. Time machine or magic wand?
220. Trapped with your partner in a jungle or haunted house?
221. Partner who always gets speeding tickets or parking tickets?
222. Partner that’s messy but a great cook or a terrible cook but incredibly neat?
223. Be the funniest person alive or the best looking person alive?
224. Crunchy peanut butter or smooth peanut butter?
225. Sneezing or coughing?
226. Floating house or underwater hotel?
227. Potion brewing or spell casting?
228. Giant robot battle or dragon duel?
229. Mind-reading ability or shape-shifting powers?
230. Moon colony or Mars colony?
231. Sneeze confetti or hiccup bubbles?
232. Sticky hands or slimy feet?
This or That Questions for Couples
Take your relationship to the next level with intriguing this or that questions. Been dating a while? Questions can help to build your relationship. New couple? Asking this or that questions can deepen budding romances as they open the pathway to finding more about each others' tastes. Asking questions to get to know someone will deepen your connection and build trust as you continue to grow your romance.
233. Breakfast in bed or dinner at a restaurant?
234. Netflix and chill or see a movie in theaters?
235. Walk on the beach or hike in the mountains?
236. Friday night in or out with friends?
237. Romantic getaway or adventure trip?
238. Sweet or savory snacks?
239. Cuddles on the couch or holding hands on a walk?
240. Long road trip or short weekend getaway?
241. Surprise or planned date night?
242. Pizza or pasta?
243. Morning person or night owl?
244. Watch a movie or binge-watch a TV series together?
245. Kisses in the rain or kisses by the fireplace?
246. Cooking together or ordering takeout?
247. Stay at home or go out on the weekends?
248. Sweet text messages or phone calls?
249. Dancing in the kitchen or singing by the car?
250. Playing board games or video games together?
251. Love letters or love songs?
252. Wine or beer?
253. Have breakfast together or dinner together?
254. Sharing everything or keeping a bit of mystery?
255. Watching sunsets together or stargazing at night?
256. The perfect date at home or the perfect date out?
257. Reading together or reading separately?
258. Dreaming about the future together or living in the moment?
259. Early-morning coffee together or late-night snack together?
260. Romance in the morning or romance at night?
261. Travel to a new place or revisit your favorite place together?
262. Kiss under the stars or kiss in the rain?
263. Laying on the beach together or hiking together?
264. Big gestures or small, thoughtful surprises?
265. Being super silly or super serious?
266. Coffee dates or movie dates?
267. Big family gatherings or small intimate dinners?
268. Talking about your feelings or keeping things light?
269. Weekend getaway or staycation at home?
270. Being a little jealous or totally secure?
271. Spontaneous date or well-planned date?
272. Cold weather or hot weather?
273. Adventure sports or relaxed activities?
274. Public displays of affection or private displays of affection?
275. Ski resort or couples’ spa day?
276. Long distance relationship or move across the country?
277. Arcade date or mini golf date?
278. Thoughtful gifts or quality time?
279. All-inclusive beach resort or camping?
280. Matching tattoos or matching piercings
281. Split the bill or take turns paying?
282. Expensive gift or homemade gift?
283. Fast food or healthy food?
284. Food truck or restaurant?
285. Toilet paper over or under?
286. Clean as you cook or clean up at the end?
287. Flowers or candy?
288. Being stuck together overnight in IKEA or a theme park?
289. Only kiss with your eyes open or only talk in baby voices for a week?
Flirty This or That Questions for Adults
Catch someone's attention by asking the flirtiest this or that questions or possibly a few never have I ever questions. Fun, playful questions with a hint of sexual innuendo can be a super interesting way to spark romance. These questions will put you at the forefront of your crush’s mind.
290. Kiss on the cheek or kiss on the lips?
291. Dinner at a fancy restaurant or cozy dinner at home?
292. Romantic date night or spontaneous adventure?
293. Massage your partner or get a massage from your partner?
294. Watch a romantic movie or steamy one?
295. Love notes or whisper sweet secrets in your ear?
296. Hug from behind or the front?
297. Dancing close or dancing far apart?
298. Slow, passionate kiss or playful, quick peck?
299. Hold hands in public or only in private?
300. Early morning cuddle or late-night cuddle?
301. Surprising your partner with a gift or a kiss?
302. Flirty text message or flirty phone call?
303. Send them a flirty emoji or flirty meme?
304. Compliment their appearance or personality?
305. Surprise them with a kiss on the neck or lips?
306. Light candles or set the mood with music?
307. Talk dirty or be romantic?
308. Sexy texting or face-to-face flirting?
309. Let them lead or take the lead?
310. Give them a love letter or a kiss that says it all?
311. Take a nap together or stay up all night talking?
312. Hold hands under the table or have your arm around them?
313. Tease each other or make each other laugh?
314. Playfully flirting or serious seduction?
315. Get caught staring at them or have them catch you touching them?
316. Playing footsie under the table or secretly holding their hand?
317. Steal a kiss or let them kiss you first?
318. Whisper their name seductively or shout it out in excitement?
319. Take a walk in the park or a stroll on the beach?
320. Leave little surprises for each other or have grand gestures?
321. Send a flirty text or give them a sweet surprise in person?
322. Tease them with your eyes or tease them with your touch?
323. Be playful in your flirting or bold and direct?
324. Look into their eyes deeply or kiss their neck softly?
325. Show affection through surprise giving something new or giving gifts you know they want?
326. Romantic dinner or spontaneous picnic?
327. Tease them with your touch or your words?
328. Laugh together or get lost in each other’s eyes?
329. Breakfast in bed or a spontaneous kiss?
330. Playful games or deep, meaningful conversations?
331. Stay up all night talking or fall asleep together early?
332. Partner who is book smart or street smart?
333. Gaze at the stars or at each other?
334. Partner who is a night owl or an early riser?
335. Sit by the campfire or hold hands at the movies?
336. Romance or fun?
337. Hit on someone or have someone hit on you?
338. Coffee date or cocktail date?
339. Looks or personality?
340. Hair pulls or neck kisses?
341. Flirty truth or flirty dare?
342. Slow intimacy or sudden tension?
343. Competition as flirting or rom-com sweetness?
344. Being chased or doing the chasing?
345. Flirting in a crowded room or sneaking off to be alone?
346. Major PDA or subdued public affection?
Spicy This or That Questions
Add some spice into your relationship with this or that questions that are a little uncomfortable for the sexually inexperienced but super fun for more advanced lovers. These questions might be a little risque, so make sure your relationship is safe for this kind of conversation. If so, these questions will make for a fun time!
347. Hair in the drain or crumbs in the bed?
348. Socks in bed or feet raw and free?
349. Be handcuffed together for 48 hours or swap phones for 48 hours?
350. Matching couples’ tattoos or couples’ TikTok accounts?
351. Finishing each other’s sentences in public: cute or cringy?
352. Sharing a toothbrush or wearing matching “I’m with them” shirts in public?
353. Slow build or fast spark?
354. Their scent or their voice?
355. Be your partner’s biggest fan or biggest challenge?
356. Sexy smile or sexy voice?
357. Shower together or bathe together?
358. Be the little spoon or the big spoon?
359. Shower them with gifts or affection?
360. Sexy lingerie or comfy pajamas?
361. Talk dirty or be romantic?
362. Light candles or set the mood with music?
363. Be in control or let them take charge?
364. Sizzling hot outfit or no outfit at all?
365. Sexy text messages or seductive phone calls?
366. Go for a passionate kiss or a sensual touch?
367. Kiss in public or kiss in private?
368. Kiss with passion or tenderness?
369. A secret rendezvous or planned excursion?
370. Blindfolded massage or blindfolded taste testing?
371. Role-playing scenario or Truth or Dare?
372. Sensual dance or strip tease?
373. Hot shower or bubble bath together?
374. Foreplay or afterplay?
375. Gentle carrasses or passionate bites?
376. Whispered compliments or dirty talk?
377. Eye contact or closed eyes during intimacy?
378. Playful nibbles or tender kisses?
379. Morning intimacy or nighttime intimacy?
380. Blindfolds or handcuffs?
381. Full body massage or foot rub?
382. Slow dance or playful dance off?
383. Good kiss or good massage?
384. Passionate kiss or gentle kiss?
385. Turned on by people who act or people who play sports?
386. Give a naughty twist to board games or video games?
387. A partner who is more of a giver or a receiver in bed?
388. Spontaneous or predictable in bed?
389. Night or dirty talk or role-playing?
390. Get physical in your office or the gym?
391. A partner who is a good kisser or a good lover?
392. New things in the bedroom or sticking to your routine?
393. Quickie in the graveyard or the parking lot after midnight?
394. Skinny dip in the ocean or a lake?
395. Partner that’s a zombie or a vampire?
396. Lights on or lights off?
397. Makeout with your celebrity crush or win $10,000?
398. Romantic dinner out or romantic breakfast in bed?
399. Smart and pretty or rich and ugly?
400. Tell your partner your deepest, darkest secret or never know theirs?
Whether you’re looking for entertaining this or that questions to ask your friends or you’re looking to ask questions to spice up your romantic relationship, these questions will provide the opportunity for insightful conversations to build trust and deepen your connections.
For even more fun ideas to get a conversation going, check out other experiences happening on Classpop!
