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299 Unbelievably Embarrassing Truth Or Dare Questions

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Truth or dare is perhaps one of the most perfect and irresistible game staples around, if not the most perfect and compelling game, period. And the reason is simple: It is a game that gives every single person, no matter how young or old, a perfect and foolproof excuse to ask as well as answer the most outrageous, ridiculous, and scandalous questions around. Add to the fact that this game also gives everyone a ‘valid’ excuse to command and execute utterly crazy and hilarious tasks, and all of it just comes together to make up a game that we all can’t resist — nor would we want to resist!

Truth or dare lends itself to an evening of hilarity and good old fun with friends, your crush, even family! And for the more adventurous, good-natured, and “game” individuals out there, embarrassing truth or dare questions can definitely up the ante. And raise the stakes for an even more memorable and awesome time!

Ready to blush and squirm – and make others blush and squirm along with you?? Grab these 299 unbelievably embarrassing truth or dare questions for that next game night and get ready for a heck of a good game.

Truth Or Dare: Rules Of The Game

We all basically have an idea of how this game works. Here’s a simple rundown:

  • Everyone takes turns picking “truth or dare.”
  • The game starts with one player asking another, the magic question: “Truth or dare.”
  • If the player chooses truth, they have to answer honestly and gamely the question asked of them. If the player chooses dare, they have to perform the task given to them entirely. 
  • Once they have completed their turn, they will then be the ones to ask the player next to them the age-old question. 
  • Some rules may change or be tweaked according to preference, but the basics remain the same.
  • Keep it all good-natured in good, clean fun! Truths and dares can be a bit embarrassing and risqué, but the game is more exciting. Be careful not to go overboard. And maintain a sense of fun and generally harmless.

Ready? Game on!

299 Embarrassing Truth Or Dare Questions

Get your game face on and face the unexpected and the incredibly embarrassing with these 299 unbelievably embarrassing truth or dare questions to use on your next game night!

Embarrassing Truth Or Dare Questions: The Truths

Embarrassing Truth Or Dare Questions: The Truths

Let’s kick off the festivities with some incredibly embarrassing truths for everyone to warm up and start squirming in their seats — while having a great time!

Q1. “Have you ever peed in the pool?”

Q2. “Who do you think is the worst-dressed person in this room?”

Q3. “What are some things you think about when sitting on the toilet?”

Q4. “Did you have an imaginary friend growing up?”

Q5. “What was the last thing you searched for on your phone?”

Q6. “If you had to choose between going naked or having your thoughts appear in thought bubbles above your head for everyone to read, which would you choose?”

Q7. “Have you ever walked in on your parents doing it?”

Q8. “After you’ve dropped a piece of food, what’s the longest time you’ve left it on the ground and then ate it?”

Q9. “Have you ever tasted a booger?”

Q10. “Have you ever peed yourself?”

Q11. “What was your most embarrassing moment in public?”

Q12. “Have you ever farted loudly in class?”

Q13. “Do you ever talk to yourself in the mirror?”

Q14. “You’re in a public restroom and just went #2, then you realized your stall has no toilet paper. What do you do?”

Q15. “Have you ever practiced kissing in a mirror?”

Q16. “Has anyone ever walked in on you when going #2 in the bathroom?”

Q17. “Have you ever had a wardrobe malfunction?”

Q18. “Have you ever walked into a wall?”

Q19. “Do you pick your nose?”

Q20. “What is your go-to song for the shower?”

Q21. “Who is the sexiest person in this room?”

Q22. “How would you rate your looks on a scale of 1 to 10?”

Q23. “Would you rather have sex with [insert name] in secret or not have sex with that person, but everyone thinks you did?”

Q24. “What color underwear are you wearing right now?”

Q25. “What would be in your web history that you’d be embarrassed if someone saw?”

Q26. “Have you ever tried to take a sexy picture of yourself?”

Q27. “Do you drool in your sleep?”

Q28. “Who is your secret crush?”

Q29. “Who do you like the least in this room, and why?”

Q30. “Would you rather lose your sex organs forever or gain 200 pounds?”

Q31. “If you could only hear one song for the rest of your life, what would it be?”

Q32. “Who in this room would be the worst person to date? Why?”

Q33. “If someone offered you $1 million to break up with your girlfriend/boyfriend, would you do it?”

Q34. “What was the last thing you texted?”

Q35. “Have you ever farted and then blamed someone else?”

Q36. “What is the most illegal thing you have ever done?”

Q37. “Would you trade your sibling in for a million dollars?”

Q38. “If you were allowed to marry more than one person, would you? Who would you choose to marry?”

Q39. “Have you ever cried because you missed your parents so much?”

Q40. “Do you pee in the shower?”

Q41. “Would you wear your shirt inside out for a whole day if someone paid you $100?”

Q42. “How far would you go to land the guy or girl of your dreams?”

Q43. “Tell us about a time you embarrassed yourself in front of a crush.”

Q44. “Have you ever thought about cheating on your partner?”

Q45. “If you could suddenly become invisible, what would you do?”

Q46. “Have you ever been caught checking someone out?”

Q47. “Have you ever waved at someone thinking they saw you when really they didn’t? What did you do when you realized it?”

Q48. “What’s the longest time you’ve stayed in the bathroom, and why did you stay for that long?”

Q49. “If you had to make out with any Disney character, who would it be?”

Q50. “Have you ever wanted to try LARP (Live Action Role-Play)?”

Q51. “Have you ever pretended to be sick to get out of something? If so, what was it?”

Q52. “Do you dance when you’re by yourself?”

Q53. “What song on the radio do you sing every time it comes on?”

Q54.” Who is one person you pretend to like but actually don’t?”

Q55. “Do you have a bad foot odor?”

Q56. “Do you have any silly nicknames?”

Q57. “When was the last time you wet the bed?”

Q58. “Have you ever accidentally hit something with your car?”

Q59. “Have you ever had lice?”

Q60. “Have you ever pooped your pants?”

Q61. “What was the last R-rated movie you watched?”

Q62. “When was the last time you flexed in a mirror?”

Q63. “What “as seen on TV” product do you secretly want to buy?”

Q64. “How many selfies do you take a day?”

Q65. “Do you have a security blanket?”

Q66. “Have you ever eaten something off the floor?”

Q67. “What part of your body do you love, and which part do you hate?”

Also Read:- 23 Absolute Concrete Signs He is Making Love to You

Embarrassing Truth Or Dare Questions: Big Truths For Girls

Embarrassing Truth Or Dare Questions: Big Truths For Girls

Check out this list for some really good questions to ask girls to get them sweating, blushing, and dishing the deets. 

Q68. “Do you wear tighty-whities or granny panties?”

Q69. “Do you ever admire yourself in the mirror?”

Q70. “Has a crush ever found out you liked them and turned you down?”

Q71. “Have you ever been stood up on a date?”

Q72. “What’s the most embarrassing thing you’ve done regarding your crush?”

Q73. “What is the worst date you’ve ever been on?”

Q74. “Have you ever had a crush on a friend’s boyfriend/girlfriend?”

Q75. “If you had to make out with a boy at school, who would it be?”

Q76. “Who is the worst kisser you’ve kissed?”

Q77. “What size is your bra?”

Q78. “If you could change one thing about your body, what would it be?”

Q79. “Who was your first kiss? Did you like it?”

Q80. “Who are you jealous of?”

Q81. “Would you kiss a guy on the first date? Would you do more than that?”

Q82. “Who do you hate the most?”

Q83. “Do you secretly love Twilight?”

Q84. “Who is the hottest: Hagrid, Dumbledore, or Dobby?”

Q85. “What do you do to get yourself “sexy”?”

Q86. “What’s the most embarrassing thing you’ve said or done in front of someone you like?”

Q87. “What part of your body do you love, and which part do you hate?”

Q88. “Would you go a year without your phone if it meant you could marry the person of your dreams?”

Q89. “If someone paid you $1000 to wear your bra outside your shirt, would you do it?”

Q90. “If you were stranded on a deserted island, who would you want to be stranded with from our school?”

Q91. “Have you ever flirted with your best friend’s siblings?”

Q92. “Have you ever been dumped? What was the reason for it?”

Q93. “What’s one physical feature that you would change about yourself if you could?”

Q94. “If you had to do a game show with someone in this room, who would you pick?”

Also Read:- 29 Secretly Alarming Signs That Your Ex Will Eventually Come Back

Embarrassing Truth Or Dare Questions: Big Truths For Guys

Girls shouldn’t have all the fun — with this list right here. The boys will also be blushing and mumbling their way to some major reveals. 

Q95. “Who do you think is the hottest in our group?”

Q96. “What is your biggest turn-off?”

Q97. “Have you ever been rejected by someone?”

Q98. “Have you ever cheated on your partner?”

Q99. “Boxers or briefs?”

Q100. “What turns you on the most?”

Q101. “If your parents hated your girlfriend, would you dump her?”

Q102. “If your girlfriend hates your best friend, what would you do?”

Q103. “Would you take steroids?”

Q104. “Have you ever had a crush on a friend’s girlfriend?”

Q105. “If you had to choose between dating someone ugly who was good in bed or dating someone hot who was bad in bed, which would you choose?”

Q106. “If you could be invisible, who would you spy on?”

Q107. “Who in this room would you make out with?”

Q108. “If you could date one of your bro’s girlfriends, who would it be?”

Q109. “Have you ever lied about your age?”

Q110. “If a girl you didn’t like had a crush on you, how would you act around her? What if she was your friend?”

Q111. “If we formed a boy band, who would make the best lead singer here? When was the last time you flexed in the mirror?”

Q112. “When was the last time you cried?”

Q113. “If you could make out with someone else’s girl, who would it be?”

Q114. “If every time you checked out a girl’s body, you would gain 5 pounds, how often would you do it?”

Q115. “How many people have you kissed – and who were they?”

Also Read:- 141 Fun Thanksgiving Would You Rather Questions

Embarrassing Truth Or Dare Questions: The Friendship Truths

Embarrassing Truth Or Dare Questions: The Friendship Truths

How strong are the friendships present? Let’s make bonds even closer with some big, squirm-inducing revelations.

Q116. “If you had to date someone else’s boyfriend, who would it be?”

Q117. “Who’s hotter: you or your friend?”

Q118. “Have you ever shared your friend’s secret with someone else?”

Q119. “Have you ever ignored a friend’s text? Why did you do it?”

Q120. “Have you ever lied to your best friend?”

Q121. “If your crush told you he liked your best friend, what would you do?”

Q122. “What if your best friend told you that she liked your crush?”

Q123. “If you knew your friend’s boyfriend was cheating on her, what would you do?”

Q124. “Have you ever told a lie about your best friend to make yourself look better?”

Q125. “What was your first impression of [fill in the name of a person in the room]?”

Q126. “You win a trip and are allowed to bring two people. Who do you pick?”

Q127. “On an overnight trip, would you rather share a bed with your best friend or her boyfriend?”

Q128. “If your best friend had B.O., would you tell her?”

Q129. “What is the most annoying thing about your best friend?”

Q130. “Who do you think your friend should date instead of her current boyfriend?”

Q131. “If one of your friends were cheating with your other friend’s boyfriend, what would you do?”

Q132. “If you had to choose, who would you stop being friends with?”

Q133. “Name one thing you would change about each person in this room.”

Q134. “If you had to trade your friend in for the celebrity crush of your dreams, which friend would you choose?”

Q135. “What was your first impression of your best friend’s boyfriend? What do you think about him now?”

Q136. “Would you hook up with him if you knew she would never find out?”

Q137. “Have you ever ditched your friend for a boy?”

Q138. “If she doesn’t have a boyfriend, who do you think she should date?”

Q139. “Do you think your friend’s boyfriend is hot?”

 Also Read:- 75 Weird Questions to Ask to Start a Fun Conversation

Embarrassing Truth or Dare Questions: Get Flirty And Dirty

Embarrassing Truth or Dare Questions: Get Flirty And Dirty

Let’s raise the stakes even more with this list of embarrassing, personal, and daring truths that will make for a thrilling night of truth bombs. 

Q140. “How often do you check yourself out in the mirror when you’re on a date?”

Q141. “Who here do you think would be the best kisser?”

Q142. “What is your wildest fantasy?”

Q143. “How far would you go with someone you just met and will never see again?”

Q144. “If I was a food, what would I be, and how would you eat me?”

Q145. “Who do you want to make out with the most?”

Q146. “If you had to flash just one person in this room, who would it be?”

Q147. “If you haven’t had your first kiss yet, who in this room do you want to have your first kiss with?”

Q148. “Of the people in this room, who would you go out with?”

Q149. “Who here do you think is the best flirt?”

Q150. “Would you ever consider posing for Playboy?”

Q151. “Who has seen you without clothes on?”

Q152. “Have you ever sent a nude selfie? Who would you send it to?”

Q153. “Have you ever searched for something dirty on the internet?”

Q154. “Who do you most want to sleep with, out of everyone here?”

Q155. “If you only had 24 hours to live and you could do anything with anyone in this room, who would it be, and what would you do with that person?”

Q156. “Would you go out with me if I was the last person on earth?”

Q157. “Have you ever flashed someone?”

Q158. “Have you ever sexted anyone?”

Q159. “Have you ever been to a nudist beach? Would you consider going?”

Q160. “Do you sleep in the nude?”

Q161. “How much money would we have to pay you for you to agree to flash your boobs?”

Q162. “How many people have you kissed?”

Q163. “Have you ever been attracted to the same sex?”

Q164. “When did you lose your virginity, and to whom did you lose it?”

Q165. “What’s your ultimate sexual fantasy?”

Q166. “Have you ever been in a “friends with benefits” situation?”

Q167. “If you had to go skinny dipping with someone, who in this room would you choose?”

Also Read:- Who Knows Me Better? 60 Fun Questions

Embarrassing Truth Or Dare Questions: The Dares

Embarrassing Truth Or Dare Questions: The Dares

Yes, it’s true: Sometimes, actions can speak louder than words. One thing’s for sure, with these embarrassing dares, the cringe factor may definitely be higher!

168. “Call your crush.”

169. “Talk to a pillow like it’s your crush.”

170. “Pretend you’re a bird and eat cereal off the floor using only your mouth.”

171. “Make out with your hand.”

172. “Let someone else style your hair and keep it that way for the rest of the day.”

173. “Take an embarrassing selfie and post it as your profile picture.”

174. “Write your name on the floor with your tongue.”

175. “Stick a Hot Cheeto in your nose, and leave it there for five minutes.”

176. “Let the person to your right put duct tape on any part of your body they choose and rip it off.”

177. “Until the next round, talk super loud, like nobody can hear you.”

178. “Act like an animal of the group’s choosing.”

179. “Get into a debate with a wall.”

180. “Squirt your face with a squirt gun continuously while talking.”

181. “Hiccup in between each word.”

182. “Burp the alphabet.”

183. “Use a brush like you’re talking into a microphone each time you speak.”

184. “Pick your friend’s nose.”

185. “Fake cry.”

186. “Make repulsive sounds while eating and drinking.”

187. “Cross your eyes when talking.”

188. “Give your phone to another player to send a text message to their contact of choice.”

189. “Let the other players go through your phone for a minute.”

190. “Let each player choose one word, then attempt to form a sentence with them and post it to Facebook.”

191. “Whoever’s name begins with an A in the group must call your parents and tell them what a bad friend you are to them.”

192. “Do your best impression of someone in the room and keep going until someone correctly guesses who it is.”

193. “Let the group choose three random things from the refrigerator and mix them. Then you have to eat the mixture.”

194. “Stand up and do jumping jacks until your next turn.”

195. “Rub your armpits and then smell your fingers.”

196. “Call a pizza shop and ask if you can return a pizza.”

197. “Sniff another player’s armpit for 10 seconds.”

198. “Take a selfie with the person next to you, and post it on social media along with a deep and emotional paragraph about what they mean to you.”

199. “Eat a single spaghetti-like in Lady and the Tramp with the person to your left.”

200. “Hand your phone to the person across from you and let them post whatever they want to your social media accounts.”

201. “Take the socks off the feet of the person across from you and wear them like gloves until your next turn.”

202. “Serenade the person next to you.”

Also Read:- Fun and Challenging Most Likely to Questions

Embarrassing Truth Or Dare Questions: The Funny Dares

Embarrassing Truth Or Dare Questions: The Funny Dares

Just because things are getting embarrassing doesn’t mean it can’t be hilarious too! Have a ton of laughs with these embarrassing and funny dares.

203. “Go outside and pretend you’re cutting the grass with an invisible mower.”

204. “Call your mom and tell her you can’t find a girlfriend in a very panicked voice.”

205. “Wear your underwear over your pants for the rest of the game.”

206. “Call the library and ask if they carry a dictionary that translates British to American.”

207. “Go on Facebook and write “How do you spell “Facebook”?” as your status.”

208. “Call a 7-Eleven and ask if they’re open.”

209. “Stand in the backyard and yell at the top of your lungs, “Nooooo! I was adopted!”

210. “Take a selfie with the toilet and post it online.”

211. “Sniff everyone’s feet and rank them in order of freshest to stinkiest.”

212. “Call a NY-style pizza place and ask them what the difference is between NY pizza and “real” pizza.”

213. “Call McDonald’s and ask if they sell Whoppers.”

214. “Call a car dealership and ask if they have any horse buggies in stock.”

215. “Change your relationship status on Facebook to “it’s complicated.”

216. “Call Macy’s and tell them you’re interested in buying them.”

217. “Sniff the armpit of the person next to you, and describe what it smells like to the entire group.”

218. “Go outside and try to summon the rain.”

219. “Sing the “Star-Spangled Banner” in a British accent.”

220. “Take a picture of a tampon and post it on Instagram.”

221. “Sing instead of speaking for the next two rounds of the game.”

222. “Call a random number and sing “Happy Birthday.”

Embarrassing Truth Or Dare Questions: The Hard Dares

Embarrassing Truth Or Dare Questions: The Hard Dares

Hmm, is everyone getting the hang of brushing off the embarrassment? Let’s make things a little more challenging with these difficult embarrassing dares. 

223. “Write a letter to your doctor describing an embarrassing rash you have, and post it on Facebook.”

224. “Go outside and hug a mailbox until at least three passersby have seen you.”

225. “Only speak in rhymes for the rest of the game.”

226. “Trade clothes with the person next to you.”

227. “Make a silly face and keep it that way until the next round.”

228. “Go outside and pick exactly 40 blades of grass with a pair of tweezers.”

229. “Fill your mouth with water, and each person in the group must tell the funniest joke they know. If you spit up the water, you have to eat a spoonful of dirt.”

230. “Tie your hands to your ankles for the rest of the game.”

231. “Dump a bunch of LEGOs on the floor and walk over them with your bare feet.”

232. “For the rest of the game, do not say “I.”

233. “Let each person in the group slap you as hard as they can on your butt.”

234. “Walk down the street in your underwear.”

235. “Call a stranger and tell them a secret.”

Embarrassing Truth Or Dare Questions: The Crazy Dares

Embarrassing Truth Or Dare Questions: The Crazy Dares

Hey, since you’re all deep into the game already, why not go all out and just get totally wild (in a good-natured and still civilized way) with these crazy embarrassing dares!

236. “Take a plate of leftovers over to your neighbor, knock on their door, and say, “Welcome to the neighborhood” as if you’ve never met them before.”

237. “Text someone “hey.” Every time they respond, say “hey.” Do this ten times. For the 11th time, reply with “hi.”

238. “Make a hand puppet by drawing a face on your hand, and use your hand to say what you want to say.”

239. “Let everyone look through your search history for two minutes.”

240. “Run around outside yelling, “I have lice!”

241. “Stop a car that is going down the street and tell them that their wheels are turning.”

242. “Open Facebook, go to the account of the first person you see, and Like every post on their wall going back a full year.”

243. “Pick the nose of the person next to you.”

244. “Jump into a dumpster.”

245. “Call a drug store and ask them which laxative is the most effective. After they answer, ask how many they have.”

246. “Sing everything you say for the rest of the game.”

247. “Skype/FaceTime someone and pick your nose during the conversation.”

248. “Cry like a baby for one full minute.”

Also Read:- 20 Fun Games to Play When Bored

Embarrassing Truth Or Dare Questions: Dare The Girls

Embarrassing Truth Or Dare Questions: Dare The Girls

Girls just wanna have more fun — and these embarrassing dares for girls will totally do the trick. 

249. “Post a really long and serious Facebook status confessing your love for chocolate.”

250. “Take your bra off under your shirt, and don’t put it back on until the end of the game.”

251. “Run around the house with a pair of underwear on your head.”

252. “Use three items in the fridge as lotion.”

253. “Call a guy of the group’s choosing and tell him he’s the ugliest person you’ve ever met.”

254. “Text your crush and tell them you love them.”

255. “Call a random number and try to flirt with the person who picks up.”

256. “Stuff ice inside your bra and leave it there for 60 seconds.”

257. “Let everyone rummage through your purse.”

258. “Have a full conversation with yourself in a mirror.”

259. “Do a hula dance.”

260. “Sing like an opera singer.”

261. “For the next 15 minutes, only speak in baby talk.”

262. “Twerk to an NSYNC song.”

263. “Silently do the macarena.”

264. “Give everyone in the room a hug.”

265. “Sing the “I Love You” Barney song.”

266. “Do the worm.”

267. “Film a makeup tutorial and post it to Facebook.”

268. “Admit on Facebook that you still wear a training bra.”

269. “Call a tattoo shop and ask if they can tattoo 30 teardrops on your face.”

270. “Tweet or update your Facebook status to, “I think eggplants are sexy.”

Embarrassing Truth Or Dare Questions: Dare The Guys

Embarrassing Truth Or Dare Questions: Dare The Guys

The guys won’t be far behind when the girls are out to play. These embarrassing dares for guys will keep everyone head to head. 

271. “Kiss the person to your right on the back of their neck.”

272. “Call a random guy and flirt with him in a girly voice.”

273. “Tie your shirt up to expose your midriff and twerk.”

274. “Take a picture of yourself next to a bra and post it on Instagram.”

275. “Write on Facebook: “I’m a size 36 C.”

276. “Draw a tattoo with a marker on your bicep.”

277. “Send a romantic text message to a girl of the group’s choosing.”

278. “Wear lipstick for the rest of the game.”

279. “Pluck a single nose hair.”

280. “Exchange shirts with the player to your right.”

281. “Call a random girl from your class and tell her you want to break up.”

282. “Put on mascara.”

283. “Snapchat a picture of your elbow and caption it: “My favorite part of my body.”

284. “Take embarrassing pictures and Snapchat them to people.”

285. “Color your teeth with lipstick.”

286. “Wear women’s clothing and walk down the street. Then, take a selfie and post it to your social media accounts.”

287. “Knock on your neighbor’s door and ask if they have a spare condom.”

288. “Post something embarrassing on Facebook for one minute, then delete it.”

289. “Cover your whole face in blush.”

290. “Make yourself a diaper out of a dish towel and wear it outside your clothes.”

291. “Talk like a robot.”

Embarrassing Truth Or Dare Questions: The Dirty Dares

Embarrassing Truth Or Dare Questions: The Dirty Dares

Cringy, crazy, and even downright dirty. These embarrassing dares are daringly flirty and will turn the heat up!

292. “Someone has to lick peanut butter, chocolate sauce, or whipped cream off your finger, cheek, or somewhere of their choice.”

293. “With your eyes closed and the other person or people standing across from you in the room, walk with your hands out. You have to kiss the first person you touch, wherever you touch them.”

294. “Pick up a random book and read it in the most seductive voice you can manage.”

295. “Change your Facebook status to “I’m coming . . . I’m coming . . . “Then, one minute later, change it to “I just came.”

296. “Take your bra off under your shirt and toss it out the window.”

297. “You have to keep your hand on the very inner thigh of the person next to you for the next round. You’re in school, and you’ve been a bad student. For the next round, you’re in time-out on someone’s lap.”

298. “Take a naked selfie and send it to your partner.”

299. “Do your best sexy crawl.”

There you go: A gigantic collection of embarrassing truth or dare questions to make a simple game of truth or dare just so much more hilarious and unforgettable! Play with this list of uncomfortable truth or dare questions with people you truly trust and just let loose! Have a ton of fun, and try your best to stay out of real trouble. And remember: What happens in embarrassing truth or dare stays in embarrassing truth or dare!

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