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31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
Occasions,LifestyleOCT 31, 2025

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare

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No matter if you're a fan of Halloween or not, there's no escaping it every October. Everywhere you go, there's Halloween decor, and all shops are filled with themed stuff and candies for the occasion. Even the internet is filled with content about it.
So, today we're going to contribute to it -- we're serving you a list of Halloween stories. But these are not some run-of-the-mill ones -- they're about celebrations that kind of turned into disasters. And it's always fun to read about those, when you don't have to experience them yourself, isn't it?
More info: Reddit

#1

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
I was 12 and a man yelled at me and told me I was too old to be out trick-or-treating. I felt so bad I gave all my candy to my little brother and just walked with him for next hour or so. When I got home my mom asked me why I didn’t have any candy so I told her what happened. She asked me who said that to me and I told her which house. I don’t know if she ever did anything about it. But since I’ve become an adult and bought my own home, I don’t care if your 90 years old. You’re getting candy. Halloween is for everyone.
56points

#2

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
Was trick-or-treating with 3 buddies freshman year of high school. We were joking about being a little old to do it but it was all in good fun. Some kids two years older were running around in skull masks doing rowdy teenager stuff and decided it would be a good idea to take my candy. They were much larger than us and had no trouble. One grabbed my bag and another one grabbed me and threw me down in the street. No serious injuries but I had skinned knees and palms.

I was pissed. Filed a police report and the officers took it seriously. We got out the yearbook and identified three of them and they were picked up that night. They were charged with strong arms robbery (as juveniles) and got a ton of community service and had to pay for my mom's lost pillow case + candy + damaged clothing. I caught some flack for it at school from their girlfriends (they were ordered not to talk to me) but didn't really care because I felt like justice was served.
40points

#3

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
Not worst but best - I'm Australian, Halloween isn't really a thing here, but we still get some kids coming to our door at that time of the year - one time my mum had no lollies(candy) to give, so she just gave the little girl a can of soup we had in the cupboard, that girl was thrilled with the can of Minestrone she got, she screamed to her parents "I got SOUP!". Wholesome.
39points

Every year, around the end of September (or even earlier), you start noticing people getting ready for one of the biggest occasions of the year – Halloween. When you go deeper and deeper into October, the signs of that become more and more apparent, especially in the last week of the month, when the holiday happens. 

But why is it so big? Why do people love it so much? Isn’t it just a carnival of spooky and creepy stuff? At first glance, it might seem like that, but when you look into it, you realize it actually is way more interesting than you would think. 

#4

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
My mom took away all my candy to give to the later kids.
24points

#5

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
My “friends” telling me they weren’t doing anything only to all hang out all evening while I stayed home alone. Teen years can suck.

Edit: I must clarify this was like 15 years ago, thankfully I have some great friends now.
23points

#6

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
This happened to my friend who is not on Reddit:

It’s Halloween night and there’s a knock on her parent’s door. Dad goes to open it and there is a man with a bag on his head standing on their porch, silent. The man makes a move to step into their house and Dad pushes him backwards. Everyone watches as the man falls backwards off of their step and smashes his head on the ground. It is revealed that the man with the bag is my friend’s grandfather (mom’s dad) who was trying to Halloween prank them. He was rushed to the hospital with permanent damage, no longer able to care for himself or his wife who had health issues as well. They both ended up in convalescent care. Additionally, my friend’s mother never forgave her husband, placing the blame of the accident entirely on his shoulders. They divorced shortly after.
23points

For example, Halloween as we know it today has been like that only in recent times. Not that long ago, it used to look a little different – the trick part was more prominent. Here, in the 1930s, it got so bad that it was basically full-blown vandalism, which resulted in millions of dollars of damage. 

Lisa Morton, the author of Trick or Treat: A History of Halloween, explained to Today: “[People] were smashing light fixtures and setting fires and tripping people on sidewalks, and, in 1933, vandals did so much damage it became known as ‘Black Halloween.” 

#7

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
Getting tear-gassed on Polk St. in San Francisco. Mid-1970's, evening, everyone is milling around in crazy Halloween costumes. Lots of fun, very chill, until some a*****e chucks a teargas cannister into the crowd. Pure chaos ensued, and my throat was sore for 24 hours.
23points

#8

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
In my 20s one of my friends would have a giant shindig every year. My ex and I went three years in a row. And each year he became more and more of a sloppy mess. The first year wasn't too bad. But the second one he ended rolling around in the grass in the back yard making a fool of himself.


But the third year...


We showed up a couple of hours early to help our friend set up. But as soon as we got there my ex decided to take one of those giant "yard" cups that people carry around in Vegas and made himself an enormous long island iced tea.


He drank that thing down in 15 minutes tops.


He started to get sick right as people started to show up. He spent the whole night sitting on the back porch vomiting like he was starring in the remake of the Exorcist.


And for some reason his friends thought I should have been sitting with him rubbing his back or something. F**k that. He put himself in that position, he could live with the consequences. It was always his friends who encouraged him to drink like that, so I left him with them and went home.


We broke up after that. I don't care if people drink, but what I can't stand is a sloppy drunk that knows they're pushing their limits and keeps going anyway.

Edit: typo.
22points

#9

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
Went to a small Halloween get together (me, my wife, and a few friends) and had a great time playing games and drinking. My wife even got fairly drunk, which is really unusual for her!

We go home around midnight (uber, we’re responsible) and get ready for bed. My wife starts having some abdominal pain, but we don’t think anything of it; it’s getting close to that time of the month, nothing really unexpected. Fast forward an hour later, and she’s writhing on the bed in the worst pain of her life.

I rush her to the ER, and the staff there take her into a room and start doing their thing, asking questions, drawing blood, etc. One of them take me out into the hallway and give me the worst news I’ve ever had: there’s a chance that it could be serious, maybe ovarian cysts or some kind of aggressive cancer, and her life could very likely be in danger.

Holy s**t.

I go back in the room and try to keep a strong face on for her sake. She hasn’t heard any of this, and they’ve barely started drawing blood to run tests.

Then, suddenly, her pain evaporates. Gone. She looked up at a nurse and asked if she had been given any d***s, and was told no, all they’ve done so far is draw blood.

Turns out it was a kidney stone. A f*****g stone. I had the ever loving s**t scared out of me over a little tiny stone (4 mm, as it turned out). Granted, I’m sure it hurt like absolute hell, but even 10 years later I’m furious that that person had that conversation with me before they even ran any tests. Jesus Christ, I thought I was going to lose her.

Yeah, we’ve never gone back to that hospital.
20points

After this, it was contemplated to ban the holiday, but the adoption of the Canadian “treat” tradition saved it. And that’s how trick or treat was born. 

Still, it doesn’t really explain what the point behind this occasion is, does it? Well, it actually dates back thousands of years. It reaches the ancient Celtic festival of Samhain, which used to happen on November 1. It was believed that on that day, the boundaries between the living and the dead, between the humans and Gods, were thin. 

#10

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
My mom was pretty strict with how much candy I was allowed to eat on Halloween. One year, after some annoying begging, I finally got my mom to say “eat as much as you want.”

Heh, spent about an hour barfing up peanut butter cups and warheads.
19points

#11

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
Not being able to celebrate halloween as a kid and watching all my friends go trick or treating from my window.
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19points

#12

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
I was walking home with my friend when i was like 9 and a car of high school kids or around that age stole all our candy. Three hours of work, gone.
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18points

That meant that the gods can play tricks on their mortal worshippers, and that’s how supernatural episodes happened. During this Celtic festival, people, just as right now, dressed in costumes. And while nowadays they’re usually just for fun, back in the day, they were meant to ward off wandering spirits and divine and malicious acts. Popular costumes like witches, goblins, and ghosts come from these times. 

Centuries later, on the basis of Celtic tradition, the Christian church also had some influence over contemporary Halloween. The best example of this is All Hallows’ Eve, the eve of a Holy day on November 1st, a kind of Christian substitute for the pagan festival. 

#13

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
Had the stomach flu one year on Halloween. I was a month shy of turning 11. My parents took my younger siblings out trick or treating and I was stuck alone in the house blowing chunks out of both ends.
16points

#14

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
When I was around 11/12 I went out trick or treating with a friend. Ran into some older kids my friend wanted to hang out with so we tagged along. They wanted to go pumpkin smashing. I was a rule follower and didn’t want to be around trouble, but I let my friend talk me into it. We come to a house that had a bunch of great pumpkins. You could tell they spent a bunch of time on them. There was a candy bowl with a note so the kids start destroying the pumpkins. I just watched, feeling uncomfortable. Couple days later I’m reading the paper and see a letter to the editor from the owners of house. They listed the address. It said how awful it was and how it wrecked their kids who spent so much time on the pumpkins. I felt sick. I showed my friend and he thought it was cool and took it to show those other kids. I realized then our association was more about living on same street than friendship. I still feel terrible.
16points

#15

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
Being in the hospital two years straight for Halloween and thinking of all my friends trick or treating while I couldn’t. This year will be my first time trick or treating in two years and I’m hella pumped.
16points

So, you see, Halloween has no less roots in religion than Christmas. And, yes, the current celebration is more commercialized than it used to be, but so is Christmas. Just let people enjoy the holidays how they want. The world is already scary as it is, so why limit fun? 

After all, the risk of something going off the rails during these celebrations is high enough, just as the stories in today’s list prove, so let's not add additional pressure.

Make sure to check the list out – just enjoy the Halloween spirit, while it lasts -- soon we’ll be hearing the jingle bells.

#16

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
A woman telling me I'm too old to go trick or treat :(.
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15points

#17

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
I was 14 and I went out with my group of friends and I was always the one left out. They dressed in girly costumes and I was a full on clown with big shoes. I walked with one of the girls moms the entire time because they were ahead and the big shoes slowed me down. They went into a haunted house and I was too scared so I waited outside and then I couldn't sleepover because I was really allergic to my friends cat.

I did find a 20 dollar bill on the floor though.
15points

#18

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
I was in the 5th grade and went going to trick or treat, I got this pain in my lower stomach so my mom took me back home. After what my mom saw in the bathroom, we figured out I started my period for the very first time.
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15points

#19

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
Got made fun of and bullied for wearing a full costume when I was 13. Cried and wanted to go home by like 5pm. There was one true friend who waited with me at a park until my parents came to pick me up….
15points

#20

31 People Share Their Absolute Worst Halloween Experiences That Turned Fun Into A Nightmare
I had costume plans with a friend who chickened out on me and wanted instead to wear her own regular clothes while I was in a ridiculous Ginger Spice costume and pass her clothes off as “80’s.” DEFINITELY wasn’t influenced by her snotty roommate who called me immature for what I wore or anything. I had her drop me off after that and decided to find other plans. Decided to try to hang out with some of my other friends (who were male) but a girl who didn’t like me and let them use her for rides considering none of them were interested in her refused to pick me up and let me hang out with them (I didn’t have a car at the time). So I decided I was going to walk there, about a seven mile walk. Got a quarter of a mile down the street, tried to cross and got hit by a car. 13 years later I still have the metal in my ankle.
14points
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