19 Times Playing Truth or Dare Went Terribly Wrong

Photo Credit: Flickr/Nurul Balqis

When I was younger, I totally played Truth or Dare with my friends. I mean, it’s basically a right of passage as an American teen. But my games were pretty tame compared to some of the stories these 19 Redditors shared:

1. Naked Gyrating

“At a sleepover in junior high we dared our friend to strip down to his underwear…you know, homoerotic pubescent stuff. He comes out from the other room completely naked and gyrating, saying “You got more than you bargained for!”

2. Homegirl May Be a Little Cray-Cray

“This girl asked her friend to dare someone to have unprotected sex with her. When he received the dare he literally just got up and walked out the house. Then the girl gets drunk, tries it on with a few guys there (to which they all rejected), confessed her love to another guy there, threatened to kill herself, then fell asleep. This was a few years ago. I saw her a few months back and she looked pretty normal to me. That is pretty and normal, but I will never forget that day.”

3. Gotta Go Fast

“Played it with some friends at one of their apartments, before the game we wrote down dares on slips of paper, and on one of the slips I wrote down that you had to strip down to your underwear with your pants around your ankles, wear a blue shirt as a cape, exit the apartment and slowly waddle to the end of the long hallway and back, all while repeatedly saying “gotta go fast.” I thought it was bizarre and great. I picked my own dare.”

4. Unrequited Love

“Girl I had an interest in at the time knew I was into her and dared me to stop being attracted to her. Still hurts.”

5. Dinner and a Show

“When a guy I didn’t know was dared to jack off under a blanket and finish while everyone watched. Everyone watched…”

6. Devil Child

“My friends little brother (9 or 10 years old) came in and dared one of the girls to slit her finger open, put a paperclip into her finger then stick that paperclip into an electrical outlet while it was still in her finger. After we told him no he offered a replacement dare, which was to go down the street and burn down the church.”

7. That Escalated Quickly

“At a party someone asked “Who gave you the best blowjob ever?” hoping to get a compliment. Instead, we found out that the man had received a BJ from every woman there and one of the men. That started a long chain of “Wait Bob had sex with Sally? When?” etc. Names changed, feelings were hurt. PS I was also at a party where people decided that Truth or Dare was too much effort so we played a strip game. We had game components that said “Yes/No/Depends.” You stripped on a yes and drew again on depends. Eventually every went streaking and there was sumo wrestling in the back yard.”

8. Hello, Officer

“There was a time we were playing truth or dare in a hot tub. A girl friend of ours had dared me to get hard in front of everyone. So I get up out of the tub and start playing with myself. Then from around the corner of the house I get a flashlight in my face. That was the time I masturbated in front of a police officer.”

9. Crazy Ex-Girlfriend

“Friend got dared by his girlfriend to have sex with her in the other room and finish inside her (no birth control). He refused, they broke up, we found out it was a setup she had planned to get herself preggies and force him to marry her. Strange night.”

10. Scarred for Life

“When I was 12 I was on the porch playing truth or dare at night. We were told to stay on the porch, so a dare came to run across the road to the street light and back. So all 3 of us girls did it, I was wearing a plain t-shirt and a ball cap hiding my hair in typical tom boy fashion. As we hit the light post and began to run back to the porch a car come screeching round the corner to stop in the middle of the intersection, man jumps out with a crowbar. We freak and run for the house, and he gives chase. I was last in the small herd, and I have been told just as the crowbar is about to come down on me I screamed and he stopped. The man yells “were you throwing rocks at my fucking car?!” “No! ” I cried as its now full on fear tears, but I’m still running. He pivots around and leaves, just as quickly as he showed up in his newish Camaro. I assume he realized I was not in fact, a boy. We’re panicked, freaking out this psycho almost killed me. Once the sound of his engine fades, across the street two boys come out of the dark between two houses. About our age, one in a ball cap, asking if we’re ok. Yes, they were the throwers of the rocks, and high tailed it home after confirming I had not been bludgeoned to death for their childish vandalism. No idea what happened to the man, and our parents never called the cops, if memory serves I’m not sure they believed us, and we’re pissed we left the porch. I’m 34 now and remember that run like it was yesterday.”

11. Sick Burn, Bro

“During a game of truth or dare, my wife picked truth and they asked her what was the nastiest thing she ever did in bed and she answered, “My husband.” To be fair, it was a pretty suck burn.”

12. When Roommates Are Extra Close

“I (24f) was playing truth or dare with my roommates. (24m, 25m) roommate number one dares roommate number two to pee on me. Neither of us put up a fight…roomie number one made us feel weird for being down for the dare.”

13. Tits Make Anything Worthwhile

“Probably 20 years old at the time. Gf her sister and girl cousin from Germany were in the car. Cousin says let’s play and so we all said OK. All fun and games till we pull over into a McDonald’s parking lot and I get dared to walk in and order fries in my underwear. They drove off and I had to borrow the phone to call my gf to make them come back for me. Saw all the tits though, so it was worth it.”

14. Always Look Both Ways Before Crossing the Street

“Me, my brother and a group of friends were playing. My brother got dared to run across the main road and back. Long story short he got hit by a car and had to spend the night in hospital.”

15. Boys Will Be Boys

“When three of my friends, all straight males, wound up laying on the floor trying to see who could get a full raging boner first. One of their girlfriends walked in on the competition. We don’t play Truth Or Dare anymore.”

16. Juicy

“At my first job, back when I was a teenager, about 6 of us were playing this mid-shift. 3 girls, 3 guys. It was barely starting to get risqué and one of the guys is asked “have you ever masturbated to thoughts of a coworker?” And he says yes. This is as juicy as it’s gotten, so we latch onto it. The next time around, he’s asked if he’s masturbated to anyone else playing. He says yes. Next round, he’s asked to name which of us he’s jerked it to. He looks at us one by one, then says “all of you.” The guys all got flustered as hell, they’d never even realized they were on the roster.”

17. Pays to Be a Good Kid

“I was playing truth or dare with some friends during lunch in high school. Someone dared me for whatever reason to take my friends inhaler and spray it in another friends ear. I was being stupid and without thought I actually did it. One of the deans in my school was watching across the room and I nearly got suspended for assault. They even had a police office come and talk to me about my actions. I was actually scared shitless because that was my first time ever getting into huge trouble. Luckily the vice principal spared me and didn’t even notify my parents because she knew I was a good kid.”

18. Bikini Zone

“I think my most exciting game of truth or dare was cut down in its prime when a guy dared his girlfriend to flash everyone and then broke down crying because now everyone had seen her bikini zone and he no longer felt special.”

19. Unexpected Twist

“Last year in the middle of class, there was a group of girls playing Truth or Dare. All of a sudden, I hear my name. I look over and they start giggling. One of the girls who I’m friends with walks over, smiles at me, and then tells me that this is just a one time thing, and…she punches me in the dick.”

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