249 Fun Questions To Ask Your Friends for Better Connections in 2024
If you’re looking for questions to ask your friends, chances are you want to take your relationship to the next level. Whether you’ve been friends for years or you’re getting to know a new friend better, finding great questions to ask your friends will help create memories, provide opportunities for vulnerability and strengthen your bond.
Psychology Today mentions that vulnerability is key to a closer friendship. By moving past the formalities and sharing vulnerable experiences, you open up the opportunity to more fulfilling and intimate friendships. Asking questions is a great way to experience authenticity and vulnerability.
So, what are good questions to ask friends? We’ve gathered a list of the best questions to ask your friends to help you build better friendships.
Jump to Section
- Funny Questions To Ask Your Friends or Best Friend
- Spicy Questions To Ask Your Friends
- Questions To Ask Your Friends About Yourself
- Deep Serious Questions To Ask Your Friends
- Uncomfortable Questions To Ask Your Friends
Funny Questions To Ask Your Friends or Best Friend
If you’re looking for fun questions to ask your friends, funny questions and would you rather questions can be a great way to make everyone laugh. These questions are a perfect way to deepen the conversation with a smile and a fun memory.
1. What’s the most bizarre text you’ve ever received?
2. Have you ever had a crush on a cartoon character?
3. What do you think is the best prank of all time?
4. If you could only eat one condiment for the rest of your life, what would it be?
5. If you were a ghost, would you haunt people?
6. Find questions to ask your friends about their favorite cheesy joke.
7. If you could only dress in one color for the rest of your life, what color would it be?
8. Do you consider yourself gullible?
9. Which celeb would you want as your other bestie and why?
10. If you could only eat one thing for the rest of your life, what would it be?
11. Find questions to ask your friends about their favorite commercials.
12. You just won $10,000 — what are you going to do with the money?
13. What’s your most hated chore and why?
14. If you had three wishes, what would you wish for?
15. If you were an animal, what would you be?
16. If you created an alter ego for yourself, who would it be and what would you name them?
17. If a song played every time you entered a room, what would it be?
18. Find questions to ask your friends about who always makes them laugh.
19. Do you eat or drink soup?
20. What’s a song you’re embarrassed to like?
21. When was the last time you had a big fail moment?
22. If you could live anywhere in the world but had to be naked, where would you live?
23. Have you ever tripped or fallen in front of a large crowd?
24. If you could have one useless superpower, what would it be?
25. If animals could talk, which one would be the most sarcastic?
26. What’s the silliest way you’ve accidentally injured yourself?
27. What would be the worst bio for a dating app?
28. How long would you survive in a zombie apocalypse?
29. Find questions to ask your friends about their favorite smell.
30. What’s your funniest childhood memory?
31. How do you hang toilet paper: over or under?
32. Have you ever tried talking to your dog?
33. Why are pizzas round?
34. Do you like pineapple on your pizza?
35. Have you ever made a prank phone call to someone you don’t know?
36. What crazy adventures would you like to try in your life?
37. What’s the most creative insult you can think of?
38. Do you think the shore is salty because the sea never waves back at it?
39. What’s the most hilarious joke you’ve ever heard?
40. Would you rather time travel to the past or the future?
41. Do you think it’s possible to inflate a balloon underwater?
42. If you could put one condiment in your belly button, which one would you choose?
43. If life was a video game, which cheat code would you use the most?
44. Do you know how to fold a fitted sheet?
45. What’s the worst tagline you can think of for a wart removal product?
46. Who would you appoint as president of the internet, and why?
47. What’s the weirdest thing you’ve ever given someone for a gift?
48. Find questions to ask your friends if they’ve ever milked a cow.
49. If your life were a movie, which movie would it be?
50. What’s the funniest name you’ve ever heard?
Spicy Questions To Ask Your Friends
What are fun questions to ask friends? Spicy questions to ask your friends can be excellent ice breaker games at any slumber party or girls’ night. Ask these questions for a laughable and memorable evening!
51. What’s the cringiest post you’ve put up on social media?
52. What’s the most annoying quality someone can have?
53. Who do you think shouldn’t be a celebrity?
54. Who was/is your most unexpected crush?
55. Find questions to ask your friends about the details of their first kiss.
56. What’s your guilty pleasure TV show or movie?
57. What’s the best piece of gossip you’ve ever received?
58. What’s the last lie you told?
59. Do you believe in monogamy?
60. Have you ever had your fortune told?
61. What’s been your most questionable haircut or fashion moment?
62. What’s the worst date you’ve ever been on?
63. Ask questions to ask your friends about their first crush.
64. Have you ever been on a blind date?
65. Do you have any hidden talents?
66. What’s the strangest thing you’ve seen someone do in public?
67. What’s the most awkward first date you’ve ever been on?
68. Do you think you’re a good kisser?
69. Have you ever driven someone’s car without getting permission first?
70. Have you ever secretly taken money from your parents’ wallet or purse?
71. If you had to lose your hand or feet, what would you choose?
72. What would be the outcome if the government decided everything was illegal?
73. Have you ever created a rumor about yourself to be the talk of the town?
74. Ask questions to ask your friends if they’ve ever gone skinny dipping.
75. Have you ever gotten in trouble at school for wearing something inappropriate?
76. Have you ever lied about your age to get into a bar or nightclub?
77. Find questions to ask your friends if they’d rather be smart or attractive.
78. Have you ever been forced to spend the day with someone you don’t like?
79. What would your stage name be if you were famous?
80. If you could date a celebrity, who would it be and why?
81. What’s your most controversial opinion you keep to yourself?
82. What’s a secret you’ve never told anyone before?
83. Have you ever had a crush on someone you shouldn’t have?
84. What’s the most spontaneous thing you’ve done?
85. Do you think it’s necessary to wait until a certain stage in a relationship to have sex?
86. What’s your opinion on “friends with benefits”?
87. Find questions to ask your friends if they have relationship dealbreakers.
88. Do you have any specific sounds that make you cringe?
89. What’s one hygiene-related pet peeve you wish more people were aware of?
90. Are there any fashion styles or trends you can’t stand?
91. What’s the one household chore you wish everyone would do more consistently?
92. What’s the most embarrassing thing you’ve done while drunk?
93. Have you ever been in a situation where you had to choose between two friends?
94. What’s the most trouble you’ve ever gotten into and what was the consequence?
95. If you could read someone’s mind for a day, who would it be and why?
96. Find questions to ask your friends about books or movies everyone loves but they don’t.
97. Do you think society’s views on sex are too conservative or too liberal?
98. How did you first learn about sex and what was your reaction?
99. What’s the weirdest thing you’ve ever found attractive in someone?
100. If you could switch bodies with someone for a day, who would it be and what would you do?
Questions To Ask Your Friends About Yourself
Test your friend’s knowledge about your relationship with questions to ask your friends about yourself. These can be great ice breaker questions for bachelorette party games or a fun way to bond with your friends over brunch.
101. Is there a specific time when I helped you feel supported?
102. How can I be a better friend to you?
103. How would you describe me in three words?
104. What was your first impression of me?
105. What’s the most annoying trait I have?
106. What job do you think I’d be perfect for?
107. If I called in the middle of the night, would you answer?
108. Where do you see me in five years?
109. What aspects of me do you admire?
110. If we were to have a boxing match, who do you think would win?
111. What would you leave me in your will if you were about to die?
112. Have you ever been caught sneaking out of the house?
113. Which celebrity friendship do you want to embody in our friendship?
114. What color would you pick if I let you dye my hair?
115. What’s my favorite season?
116. What kind of music would you never catch me listening to?
117. Do I snore?
118. What’s your favorite memory of us together?
119. Do you think I’m a reliable friend?
120. What is one thing I should try doing more of?
121. How would you describe my sense of humor?
122. What is something I do that makes you laugh?
123. How do I come across to other people?
124. What is my biggest strength?
125. What is my biggest weakness?
126. Am I a good listener?
127. Am I a good cook?
128. What are my nicknames?
129. Did you ever think we’d become friends?
130. What’s one thing about me that only you know?
131. What’s my weirdest habit?
132. What’s the weirdest food combination I’ve ever introduced to you?
133. What’s the most bizarre thing that I own?
134. What’s something I’m really bad at?
135. Do I plan ahead or am I more spontaneous?
136. What’s the silliest thing I’ve ever done around you?
137. What makes our friendship special?
138. What’s the most difficult situation I’ve faced and how have you seen me overcome it?
139. What will make our friendship grow stronger?
140. Am I an introvert or an extrovert?
141. Where am I happiest and most at peace?
142. Am I more of an optimist or pessimist?
143. What’s the easiest way to irritate me?
144. What fashion trends do you want me to give up?
145. What keeps me up at night?
146. What’s my favorite way to relax and unwind?
147. How do I handle stress and difficult situations?
148. What does a perfect day look like for me?
149. What is my most cherished possession?
150. Do I prefer to stay in or go out on the weekends?
Deep Serious Questions To Ask Your Friends
What are deep questions to ask a friend? Deep questions to ask your friends can help you take your relationships to the next level. Asking questions to get to know someone better can make your friendship unbreakable in the decades to come.
151. How much does your personality change when you’re around different people?
152. What’s the nicest thing someone has done for you?
153. If someone wrote a book about you, what would it be called?
154. Find questions to ask your friends about how they define beauty.
155. What type of person do you picture ending up with?
156. Would you ever open a business?
157. Do you have a favorite family tradition?
158. Find questions to ask your friends to describe their dream house.
159. What do you think you’ll be doing 10 years from this moment?
160. What’s your love language?
161. How do you like to be comforted when you’re upset?
162. What’s one thing most people don’t know about you?
163. Find questions to ask your friends what they think happens when we die.
164. Do you want to have kids someday? How many?
165. Find questions to ask your friends about their earliest childhood memory.
166. What’s the best compliment you’ve ever received?
167. What’s your ultimate comfort food?
168. What do you consider to be your best physical feature?
169. How did your parents meet?
170. What does friendship mean to you?
171. Have you ever been in love?
172. What’s the biggest lesson your last relationship taught you?
173. What do you feel the most guilty about?
174. What’s one thing you wish you could change about yourself?
175. Who do you feel safest around?
176. Find questions to ask your friends about their biggest fear.
177. Do you believe in soulmates?
178. When was the last time you were jealous and why?
179. What’s something you consider unforgivable?
180. What do you think you’ll be like in your old age?
181. Do you feel like you’re young at heart or an old soul?
182. Do you like to recharge alone or around other people?
183. How do you hope most people feel when they’re around you?
184. Do you believe in giving people second chances?
185. What is a boundary that you’ve always upheld?
186. What boundary do you have a more difficult time reinforcing?
187. What’s one memory you’ve never shared with me?
188. Find questions to ask your friends about what they want to be remembered for.
189. What’s one thing you wish you knew five years ago?
190. What would you do if you could become invisible for a day?
191. Who do you see as a hero in this world and why?
192. How do you get over heartbreak?
193. What is the longest relationship you’ve been in?
194. What’s more romantic: flowers and gifts or a candlelit meal?
195. What’s the sweetest thing someone has ever done for you?
196. How would you title this chapter of your life?
197. What makes you feel unstoppable?
198. Find questions to ask your friends about their biggest regrets.
199. Do you think people are mostly good or mostly evil and why?
200. What gives you hope?
Uncomfortable Questions To Ask Your Friends
Make sure you have a solid friendship before posing uncomfortable questions to ask your friends. If your friendship is unbreakable, these questions to ask your friends will make your relationship even stronger!
201. What’s the weirdest thing you’ve done in public?
202. What’s an embarrassing thing you’ve done and never told anyone about?
203. Do you believe in having one or multiple best friends?
204. Find questions to ask your friends about their least favorite holiday.
205. Have you ever been bullied?
206. What are the top three things that stress you out?
207. Have you ever experienced a “friendship breakup”?
208. What do you think is the best way to resolve conflict?
209. Do you feel like you have a healthy relationship with social media?
210. What do you do when no one else is around?
211. Find questions to ask your friends about their skincare routine in great detail.
212. Do you consider yourself religious or spiritual?
213. What are your biggest pet peeves?
214. What’s a tough experience that you learned and grew from?
215. What’s your relationship with your parents like?
216. Do you most often follow your head or your heart?
217. Find questions to ask your friends about a bad habit they’re trying to break.
218. What’s the scariest movie you’ve ever seen?
219. Have you ever tried to look cool in front of someone and failed?
220. Do you ever wish you had more or fewer siblings?
221. Find questions to ask your friends if they were a rebel or obedient kid growing up.
222. Who is the “black sheep” of your family?
223. What was the most challenging part about growing up in your family?
224. Who in your family makes you feel the safest?
225. Do you follow any dietary choices or restrictions? What motivated that decision?
226. What lessons in life have you had to learn the hard way?
227. What has someone done previously to lose your trust?
228. What does getting out of your comfort zone look like to you?
229. Is it easy or difficult for you to accept help from other people?
230. When was the last time you had a regret?
231. Find questions to ask your friends about if they’ve ever fired a gun.
232. Have you ever found human remains?
233. What would your friends and family think if you were arrested without a reason?
234. Have you ever had a teacher call on you in class when you weren’t paying attention?
235. Have you ever cried yourself to sleep because of something that happened that day?
236. Do you have a habit of saying absurd things while you’re sleeping?
237. How would you pull off a perfect crime?
238. Find questions to ask friends if they’ve ever used a fake ID.
239. What excuse have you recently used to avoid doing something?
240. What do you believe is the most horrible way to die?
241. Have you ever dreamt about one of your friends?
242. Has someone ever made a comment about how loud you sing in the shower?
243. Which item of clothing do you no longer want, but can’t seem to get rid of?
244. How long has it been since you’ve laughed out loud?
245. Do you ever brag about your spontaneous acts of kindness?
246. Have you ever dated someone who you knew was bad for your mental health?
247. Have you ever lied to your parents about something you accidentally broke?
248. Find questions to ask your friends about if they’ve ever peed in a pool.
249. Have you ever pretended to be sick when you were perfectly healthy?
Whether posing uncomfortable questions to ask your friends or funny questions to ask your friends, these questions are a perfect way to deepen any friendship. If you’re looking for fun games for a bachelorette party or you’d simply like to get to know your bestie better, asking questions is an excellent opportunity to strengthen your relationships.
For even more fun ideas to get to know your bestie better, check out other experiences happening on Classpop!
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