‘And that, kids, is how you know you’re not the favorite child’: 20 People share their biggest Halloween fails

Author image for Elna McHilderson
Elna McHilderson • Managing Editor
Oct 27, 2023 7:00 PM EDT

Halloween is a holiday where you dress up in a costume and have some fun. That's really it. You can go into the history of it and the different types of cultures it was influenced by, but currently, it really isn't that complicated. You put on a costume, and do something fun with your friends. Or if you're a kid, you put on a costume and go trick-or-treating and then try not to OD on candy. And there you have it—Halloween. 

Unfortunately, some people can make this holiday a little messy. Teenagers take it as a time to wreak havoc and religious people say it "worships the devil." These are the kinds of people that can really ruin this holiday for someone who's just trying to have a good time. That and maybe you get sick right before you're supposed to go out. See how these 20 people had a total Halloween fail! 

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  • 01
    Orange
    via Pxhere
  • 02
    Font - Posted by u/puggypughalo What was the worst experience you've had during Halloween?
    via u/puggypughalo
  • 03
    Font - ADcakedenough. 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.
    via u/ADcakedenough
  • 04
    Font - 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
    via u/ADcakedenough
  • 05
    Font - Godhelpmeplease12. I was like 7 or 8 and dressed like an angel. parents took me to the science museum where they set up little houses for the kids to trick or treat in. I got soo much candy and was so proud of myself. But when we left, all my candy was gone. The little boy behind me had been taking scoops of my candy and putting it in his basket. I cried.
    via u/Godhelpmeplease12
  • 06
    Font - 1982throwaway1. The day after Halloween, my sister had a friend stay the night. Those f h bi Sate their bag of candy along with mine and then told my parents I was involved too. Me and my sister were both grounded but I didn't do anything and I lost all my god ned candy. d
    via u/1982throwaway1
  • 07
    Font - Safraninflare. 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.
    via u/Safraninflare
  • 08
    Font - [deleted] Yeah, I had a really bad stomach bug/food poisoning at Halloween when I was 18ish, when my friends were going to an awesome party at an empty mansion. Was so bummed.
    via u/[deleted]
  • 09
    Font - KimJongsBrother Craig. Getting so excited with all the candy I had and puking into the bucket of candy
    via u/KimJongsBrotherCraig
  • 10
    Font - Browntown_07. 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.
    via u/Browntown_07
  • 11
    Font - amyberr Lol my friends in 7th or 8th grade told me they were going trick-or-treating across town and the host parents' car didn't have room for me. And then they instead went to a party at my next-door neighbor's house. Like dude I can see you all arriving, what made you think your lie wasn't going to fall apart?
    via u/amyberr
  • 12
    Font - Edit: just remembered that it happened again in college ahahaha a couple girls in my dorm wanted to go to a Halloween party that I was actually invited to and they weren't, but didn't want me to go with them. I didn't have a car and they didn't know where the party was, so they "went to the grocery store first" and promised to come back to pick me up. What
    via u/amyberr
  • 13
    Font - they actually did was go pick up someone who lived off campus and knew where the party was and then went without me. I ended up just walking there and calling them out in front of everyone it was great.
    via u/amyberr
  • 14
    Font - [deleted] 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.
    via u/[deleted]
  • 15
    Font - Skywalker87 We dressed up normally most of my childhood but around 10 my mom got even more religious and every year after that we had to dress as a Saint or biblical character. It was mortifying.
    via u/Skywalker87
  • 16
    Font - Drmlc. My girlfriend asked me to go with her and her son trick or treating. We picked out costumes for everyone, invited the neighbor kids and went around for about 4 hours. We took tons of pictures of us and the kids and a kitten followed us back to her house that we ended up keeping. We
    via u/Drmlc
  • 17
    Font - dropped off the kids with their parents then went home and got the kiddo ready for school the next day while trying to keep him from eating too much candy. Next day at work our mutual friend asked what i did for halloween. I told her to check the girlfriends facebook cause she posts everything and i wanted her to see the kitten pics.
    via u/Drmlc
  • 18
    Font - ya, i'm cropped out of every picture.... all people we visited, all the other kids parents and a few of the neighbors we stopped and talked to are tagged in her post about how much fun her and her son had Felt like i was cut out of her public life
    via u/Drmlc
  • 19
    Font - bathofknives. 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.
    via u/bathofknives
  • 20
    Font - Supertzar2112. I grew up in Northern Canada and when I was probably 5 or 6, I got me a Darth Vader costume, one of those vinyl costume and capes with a light sabre and thin plastic mask. I thought I was so cool back then. Well, being northern Canada, it was exceptionally cold that year, like below -30C.
    via u/Supertzar2112
  • 21
    Font - I went out that evening bundled up and ready to show off my cool outfit, but it was so cold, the costume just cracked and disintegrated as I went around the block. Due to the weather, I barely got around the block, but by the time I was home, I just had the lightsabre and mask. The rest of the costume just fell apart in pieces as I moved.
    via u/Supertzar2112
  • 22
    Font - nikkiradtoo5. 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
    via u/nikkiradtoo5
  • 23
    Font - 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.
    via u/nikkiradtoo5
  • 24
    Font - Ginger-the-cat When I was around 8 or 9 I went over to my friends house to fool around a few hours before a Halloween party, which we would be going together. In the backyard, his sister came up to me and asked where their dog was. They had a black chow-chow who was fairly docile, was
    via u/Ginger-the-cat
  • 25
    Font - around 4 years old and bigger then me. I showed her to the dog and he was chewing on a bone. Of course, back then I made a huge mistake but, I pointed to the dog and in a split second, he went from chewing on the bone to chewing on my arm. I tried to run but he had a vise grip on my arm but eventually he let go. At the time my friends parents weren't home
    via u/Ginger-the-cat
  • 26
    Font - either (lol) so his sister called 911 and they ran inside and left me outside in the backyard with the dog circling and growling at me. The maid came running outside and threw a chair at the dog which made him back off. Also while I was out there, I felt strange. There was no pain and there was a ton of adrenaline in my system but I sort of felt at ease? I also
    via u/Ginger-the-cat
  • 27
    Font - started to reflect on what just happened. There was a lot of white stuff which looked like whipped cream (tissue) oozing from my wounds a long with a ton of blood. Blood was everywhere. Stained the concrete and grass. Everyone was crying too. Paramedics arrived and really everything up until the ER was a blur.
    via u/Ginger-the-cat
  • 28
    Font - I had 6 cuts, 3 cuts on the inside and 3 on the outside of my forearm. 4 stitches for 2 cuts and 1 for 1 and vice versa. And 10 more stitches for the inside of my arm (muscles and whatnot) 20 or so stitches total. The doc said I was lucky to still have my arm as the dogs mouth was just the right size that it missed several vital veins and arteries. It was very
    via u/Ginger-the-cat
  • 29
    Font - traumatic but thankfully it did not ruin our relationship and funnily enough, I was back at his house after a few weeks, petting the dog again (with a lot more caution). I think it's safe to say, we did not go to the party later that night.
    via u/Ginger-the-cat
  • 30
    Font - [deleted] I was going out with a girl back in high school whose birthday fell on Halloween. Her brothers absolutely hated my guts for no reason whatsoever. I wasn't a troublemaker, didn't do things I wasn't supposed to, and tried really hard to get on good terms with them.
    via u/[deleted]
  • 31
    Font - Anyway, she threw a birthday party for herself at her older brother's basement. I showed up with a couple friends and while the party was pretty lame, I was there for her. When I went to give her the gift I had wrapped, her older brother grabs me by the collar and shoves me outside on the concrete steps. I asked him what his problem was, he told
    via u/[deleted]
  • 32
    Font - me to get the ho out of his house, his sister tries to get him to stop and tells me it's okay to go back inside the house. Her other brothers then showed up shortly after and... well, I got my a handed to me.
    via u/[deleted]
  • 33
    Font - I ended up just leaving the party with a black eye and a bruised up face. I lied to my parents that I picked a fight with someone and lost. We broke up shortly after.
    via u/[deleted]
  • 34
    Font - 00 AcadianADV. 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
    via u/AcadianADV
  • 35
    Font - 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.
    via u/AcadianADV
  • 36
    Font - carmelacorleone. My appendix burst the Halloween I was 12 and I had to have surgery. I was delirious with fever and one of the nurses was dressed as a clown and one as a vampire and it scared the fi out of me. I don't remember much but my mother says I screamed and cried not to be kied before they knocked my a out.
    via u/carmelacorleone
  • 37
    Font - 43 の誕生 oneechansbread. 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
    via u/oneechansbread
  • 38
    Font - 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
    via u/oneechansbread
  • 39
    Font - 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
    via u/oneechansbread
  • 40
    Font - DeathByDumbbell Same. I was 12 and it was gonna be my first ever trick or treat because I was very shy, but somehow that year I mustered up the courage to ask my 'friends' if I could go with them. They said yes, and I was excited.
    via u/DeathByDumbbell
  • 41
    Font - Bought a costume, candy bucket, etc. When Halloween night came, I went to the meeting spot and stood there... waited in the cold for an hour. Turns out, they never even intended to go with me. Never tried it again.
    via u/DeathByDumbbell
  • 42
    Font - I'm sure a psychologist would have a field day on the effects this had on my ability to trust other people.
    via u/DeathByDumbbell

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