September 6, 2023 | Derek Choi

Mega Embarrassing Moments

Everyone has one of these stories: Something so embarrassing happens that you just want everything to stop existing. From school humiliations to bathroom debacles, these moments can unexpectedly strike anywhere! These 50 Redditors share times they’ve witnessed—or been a part of—cringeworthy embarrassments they can't forget.

1. Nip It In the Bud

This is funny now that I think of it, but at the time it happened it was quite embarrassing. I was put in the cheerleading class by mistake at the beginning of tenth grade. It was glorious at first, because I was the only guy in the middle of 20+ beautiful girls, all in tights, dancing around me. However, I started getting bored just sitting in a corner all class till the bell rang...

So I started playing with my left nip for some reason without even noticing—till I saw like five of those beautiful girls looking at me and laughing. Then it hit me. I was holding my nips with the tips of my fingers.


2. The Golden Voice

It was middle school graduation dinner, and one of the other students had asked ahead of time if they could sing. For whatever reason, I don't know. So, while the rest of us are sitting at our tables eating, she gets up in front of us all with a guitar and starts singing Blackbird by The Beatles. I don't think I'd ever heard her sing before, and I have no idea why she wanted to. Anyway, it was a huge mistake.

It was genuinely one of the worst things I'd ever heard in my life. She could not sing even a little. Her voice shook on every word, it cracked, and she was out of tune. Every person had to stare down at their food while trying not to laugh in her face. I remember sitting next to my best friend and we just kept glancing at each other like "WHAT is happening right now"?

Thinking of it now makes me laugh again, and I know that if I called up my friend right now and sang "blackbird singing in the dead of night..". that he would start to laugh too. It became a joke in our class. She finished Blackbird, and then decided to follow it up with American Pie, which thankfully a lot of us knew the words to, and the teachers walked around encouraging us to sing together and drown her out.

Part of me is like, well screw it, she did it! She was brave! But I do wonder if she thought she was actually good or not.

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3. Just Like The Movies

My husband and I were driving around the city and it was pouring outside. Absolutely pouring. We were about to pass the light rail train tracks when the crossing gates came down because the light rail was approaching. One idiot in a van decided he could make it across before the gates came all the way down. He kept on driving, but he did not make it.

Instead, his vehicle was now trapped between the gates. We could see from our car that this person was PANICKING. His life was flashing before his eyes. In his movie mind, the light rail was about to crash into the van and drag it for dozens of yards before finally he did what anyone would do. He violently pushed the door open and ran in the pouring rain for his life.

He was halfway down the street before he stopped, turned around, and noticed that the light rail was patiently waiting for him to move the vehicle. The door was still open. My husband and I just about fell over laughing.

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4. The Midnight Bathroom Break

When I was an undergrad, I lived in this house with two of my closest friends and worked at a local movie theater. Our house became THE party house. We partied what felt like eight days a week. Girls were always over, that kind of thing. Well, one night I got way too hammered and decided I would go to bed around 10 pm to sleep it off.

To start, I typically sleep completely commando. I get up around one in the morning to go pee and didn't think anyone was still over. I had to walk through the living room to get to the bathroom. When I walked to the bathroom, I turned off the lights because no one was around. I go pee, realize I had to puke, took care of that, and opened the door to hobble back to bed. I couldn't believe my eyes.

About 30 people, mostly my friends and coworkers, simultaneously scream, start laughing, clapping, everything. I'm completely stunned, and it took about two of the longest seconds of my life to realize they're all staring at me. My sister was there. The girl I liked was there. Everyone was there. I covered my bits and I've never run into my room so fast in my life.

I think I actually evaporated of embarrassment that night, because since then, I just don't get embarrassed. I didn't live that down for years.

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5. My First Almost-Kiss

I'm 39 and I still think about my first almost-kiss, it was so awkward and embarrassing. I was 11 or 12 and at camp, we were playing spin the bottle. I was a really naive little girl and didn't quite understand what I was getting myself into. The bottle landed on me and I stood up to kiss the older and far more experienced boy in front of me.

I essentially unhinged my jaw and opened up my mouth really wide to kiss him. He stepped back and took one look and me and said "No".

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6. Dinner And A Show?

I was on one of those fancy boat cruises on Sydney Harbour. The idea is you get a three-course dinner and a cabaret-style show. I took my Mum when she was visiting me from out of state. We were seated next to a young couple who were clearly on a date. The young woman was very pretty, and the guy was somewhat nervous and overdressed in a suit and tie.

Their dinner was an exercise in speed drinking for the young woman. She smashed through bottle after bottle of the cheap drinks at a record, borderline alarming pace. By the time dessert was being served, the date had morphed into a nightmare. She was vomiting spectacularly all over the tiny white table. Anyone who has been on a cruise like this knows the tables are small and seated close together.

The volume of vomit was incredible for such a tiny woman. Pale, watery chunks covered the entire table as the guy rubbed her back and tried to clean up the mess with the fabric napkins. I almost got my elbow covered in the contents of her digestive tract. My Mum and I ended up giving the guy our napkins to clean up the swamp on the table the staff had failed to notice.

It was absolutely embarrassing for the young couple, but my Mum and I really did get the dinner and show we were promised – just not the one we expected.

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7. Kids Can Be Jerks

When I was in third grade, the schools were just starting to add those projector screens. My class was known for being uncontrollable and disrespectful. My teacher tried bringing hers down so we could watch a movie, but it got stuck, and when she pulled on it, the whole thing came down and hit her on the head pretty hard.

Almost the entire class started laughing at her and calling her dumb rather than asking if she was okay or needed help. I think that was her breaking point, because her reaction stunned us. She ended up sitting on the floor and crying for a while. The principal dismissed her right there and substituted for her for the rest of the day.

My brother was friends with her daughter, who revealed later on that she quit teaching because she couldn’t handle how mean a group of kids could be. I still feel so badly for her to this day.

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8. Holding It In

During a big important dance competition, a 14-year-old student ran off stage during their number. The teachers were very concerned and ran to go find her to see what was wrong. When her teacher found her, she was in the backstage wing, sobbing in the fetal position. The teacher assumed she was injured and quickly went to console her and ask what was hurt. Believe it or not, this was not even the embarrassing part.

As the teacher held the student in her arms, the student peed all over her and herself. They both sat in the huge puddle while all the crew, dancers, and stagehands stepped around them to keep the show running. It turns out she had to go to the restroom but tried to hold it for the competition, couldn’t, and ran off stage to try to make it to the bathroom.

She made it maybe five feet before falling to the ground in pure embarrassment of what was about to happen. Everyone had seen her run off, so the teacher cleaned her up and told everyone that wasn’t a witness that she was sick instead. Poor thing.

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9. Merry Christmas, Santa

One Christmas when I was about five or six years old, I was in line at the mall to sit on Santa's lap. I decided that I wanted to give him money to go towards feeding the reindeer, and since I was five or six, that money was basically a handful of nickles and dimes, and probably a couple of pennies. It wasn’t much, maybe like 40 to 50 cents in change.

My turn came up and I sat on Santa's lap. I tried to hand him the money, but it fell out of my hand... and right down onto Santa's crotch. I dove right in there trying to pick up the money with my little boy hands and Santa hastily said very hastily: "Oh, ho, ho, it's okay. I'll get it later". And put me on the ground to send me on my way.

You guessed it, that still haunts me to this day.

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10. Shoots… And Scores

I went to my fiancé’s high school where he was the wrestling coach to watch their match. I got there early with our dinner, and it turned out it was picture day for all the sports teams. I am very awkward, so I opted just to sit on the floor at the back of the gym rather than be near some strangers on the bleachers.  I barely noticed, but some girls were messing around with a basketball nearby.

I have a magnet on my face when it comes to any type of sports balls so I kinda thought I might get hit. But I ignored it. Big mistake. Not five minutes later, I hear a gasp and then BAM! My glasses go flying. My drink has tipped over and my face hurts. I started to cry from embarrassment and shock, and the girls came running to check on me.

They got my glasses and helped clean up my soda. I had to keep explaining I'm not crying because I'm hurt or mad at them, just because I was so startled, but I don't think they believed me. My glasses had broken right in the middle, and I made a comment it would be hard to drive home later. One of the girls asked what grade I was in, and I had to sheepishly reply I was 23 and a college graduate.

They just said "oh" awkwardly, and they slowly left me to get my stuff together. My fiancé had actually left to do something so before he came back, I had to use my phone camera to navigate until he found me some tape for my glasses.

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11. The Push-Up Challenge

In high school, this really dorky kid challenged this drill sergeant wannabe teacher we had, saying he could do 20 push-ups easily. To put it simply, the kid was not fit. He was very lanky and clearly had no muscle. I really don’t believe that before that day he had ever attempted a push-up in his life. He drops to the ground with an insane amount of blind confidence and goes to do a push-up.

He gets halfway into the first push-up, and his body makes this really loud multiple-joints-cracking sound. It was already embarrassing—and then the unthinkable happened. He struggled for another second and then I guess the strain caused him to pass gas very loudly, then fall flat on his face. He grunted and lay there for a second before getting off the floor.

I was laughing so hard that our teacher told me to leave the room. I had tears running down my face.

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12. A Lull In The Room

I have this buddy that is actually on the spectrum—he was diagnosed in childhood. I love him, because he's just the most honest person I know, and I can say anything to him. Anyway, we're at this bar and these guys at the next table are talking. One of them says something about Asian girls a little too loud, just as the room has one of those weird noise lulls.

The jukebox was between songs, and everyone somehow took a breath between sentences all at the same time just for this guy to say something completely misogynistic, stupid, and prejudiced. This girl across the room jumped up and called him a terrible person. The whole room went silent and stared at the guy. And then my buddy just piped up: "OOOhhhhhh, how embarrassing for you"!

The entire bar laughed so hard, the guy just stood up and walked out.

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13. A Fun Prank

I liked this boy in my art class and found out through some mutual friends that he lived a few blocks from me. So instead of just talking to him at school like a sane person would, I decided I’d get his attention in the stupidest way possible. I snuck out of my house at 4 am with a big bag of garbage, walked all the way to his house, threw the garbage all over his lawn, then rang his doorbell and ran back home.

The next day at school, I asked him if anything weird happened at his house last night, when he said yeah, I revealed that I was the one who "pranked" his family last night. He just awkwardly said "oh okay," and didn't talk to me for a few months after that. What the heck was I thinking?

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14. It’s A Flash Mob

I did some work with a small non-profit that planned and performed little “flash mobs” in public, and kids of all ages participated. The performances were always very messy and not put together well, think of a kindergarten play for example. They would draw crowds because a bunch of singing five-year-olds is adorable.

Well, this one performance was in the middle of a very largely populated shopping center built beneath some fancy condos. And it went so badly. LOTS of people were watching from their balconies and the street. A “guest dancer” probably about 15 years old had a little solo part where she ran and did a leap—all attention on her. She slipped very badly and ate the floor.

When she hit the ground, she bumped the stereo, and the music went silent. She wasn’t hurt, just seriously embarrassed. She stood up and cried, without leaving the stage. Everyone watched her cry in silence as the crowd slowly dispersed. That was the end of the performance that day. I felt so, so bad for her, but luckily a parent eventually went to hug her and pull her out of the crowd.

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15. At The Bus Stop

When I was in 8th grade, there was this kid named Paul in my class, and he rode the bus and his mom would drop him off at the bus stop. She drove a moped, and usually, she went right back home after dropping him off right before the bus came. Well, one day she must’ve been running a bit late so everyone on the bus saw Paul’s mom dropping him off.

The embarrassing part was that everyone saw her and asked Paul, “Is that your grandma"? and he said, “No, that’s my mom”. So, cue the entire bus and eventually my whole 8th-grade class talking about how Paul’s mom looked old as dirt. Coincidentally, that week, the 8th-grade science teacher was going over geological periods, and she was specifically talking about dinosaurs and fossils.

She asked our class “Can anyone give me an example of a fossil"? and this absolute madlad Blayne blurts out: “Paul’s mom".

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16. Nothing Is Happening!

I peed my pants in primary school in year five. I was so shy I didn't want to put my hand up and ask to go to the toilet, so I tried to hold it in until home time, which was only a few minutes away—but to no avail. Once the floodgates were open, and there was no going back, I decided that the best course of action would be to look as nonchalant as possible, and just maybe, no one would notice.

So, I stood there, silently gazing out of the window, trying to appear as though I didn't have a care in the world. Obviously, that was a terrible plan of action, and of course, everyone noticed. Just when I thought I'd reached the climax of mortification, however, when the whole class was watching me pee myself in stunned silence, the teacher said "Bonnie"?—and my mouth decided to betray me.

I blurted out "IM BEING SICK". The teacher muttered, "You're... being sick". And I responded, defiantly, with pee streaming very obviously down my legs and all over my socks and into my shoes, "Yes. It's not wee. I'm being sick".

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17. Graduation Misery

My graduating high school class was about 550 kids. It was held in an amphitheater to accommodate everyone, where they usually hold big summer concerts. As one girl walked on stage to get her diploma, I noticed a very large, very wet, very red stain on the back of her white gown. My exact train of thought was "Did she sit in paint- OH MY GOD".

I can't even imagine the embarrassment and pain she went through walking in front of everyone.

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18. Totally Tongue-Tied

I used to work for a small coffee shop that had three locations. I had a ridiculously big crush on a woman who worked at one of the other locations. I thought she was so pretty that I literally couldn’t remember how to talk around her. For example, one time on my day off I stopped by her location to get a cold brew and she was working the register and said, “Hi Karl how’s it going"?

What I wanted to respond with was, “Oh pretty good but it’s been a long week,” but all that came out was “…long…” I was so embarrassed, I turned around and left without getting anything. Oh, but it gets even worse. Later that summer, there was a big employee BBQ at the nearby river. I finally got over my nerves and had a really good conversation with her, made her laugh, all that good stuff.

A little later I had to pee and went to the port-a-potty only to walk in on her going to the bathroom.

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19. Choose Your Character

I was a younger gal and crushed HARD on another girl at the stable I rode at. She didn’t know it. Remember Tony Hawk for GameCube? Well around that time, in the game series you could create a skater. You could design them, change body features, things like that. I once spent a solid 30 minutes creating a great replica of her. I used to play as her and so forth.

That Christmas was my family’s year to host the barn party. We had a great time. Then I’m chilling and I hear the other girls say “Oh cool, Danielle (me) has a GameCube. We should play something". I thought nothing of it…wait…oh no. OH NO! I know what game and memory card are in the system! I walk into the room just as they are all staring at the choose a skater screen.

Jennifer, my crush, is on the screen. And even worse? I had her first and last name. She looked a lot like her. Do you know that meme picture where it’s a party? First-person view? Like 40 girls holding cups, cringing, and staring at the viewer? That’s what I walked into. I hid in my room until the party ended.

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20. Blowing Your Nose

I was teaching in a high school, there were kids aged around 15-17 and the class was like 16 girls and one boy. He was a nice kid but a little overeager to look cool and impress some of the girls. One day, I called on him to answer a question and he tried to do the exhale-out-of-your-nose thing to show he hadn't the faintest idea of the answer.

Unfortunately, he did not have a clear nose. So basically, I asked him a question, the whole class looked over to him, and he straight up snotted all over himself. I just immediately asked a student on the other side of the room a different question to pull attention away before anyone could react. Amazingly, no one said anything and he was able to sheepishly clean the nose rocket off his face with a tissue.

It was cringe-inducing to see, but the lack of mockery and schadenfreude from the class somewhat restored my faith in humanity.

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21. Singing Along?

This was a company Christmas party. There are about 800 people in attendance, eating dinner. The DJ the company hired decided to try to stir up some excitement by playing that 70s song that goes "That's the way (uh huh uh huh) I like it (uh huh uh huh)". As he explained it, he was going to sing the words, and the crowd would pick up the "uh huh uh huh" part.

Nobody was having it. He was dancing up a storm, singing his part, then he'd point at the crowd and we all just stared at him. It went like "That's the way I like it ". For the entire song. Just to make the party more awkward, it was a Vegas themed party. The "Vegas Dance Troupe" they hired to perform after dinner turned out to be "adult" dancers.

They didn't quite go all the way, but the remaining feathers they were wearing by the end did not leave much to the imagination.

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22. Fully Freezing Up

I went to an educational seminar to learn about the new laws related to my industry. This was being conducted in a hotel ballroom. There had to be at least 200 people in the room. I can't recall whether the presenters all sat up front, in the audience, or a mix. This attorney gets to the podium and gets her papers together. Then disaster ensues.

She starts to talk but can't get a recognizable word out and completely froze up while everyone is watching. Another attorney had to get up and do the presentation for her. I felt so bad for her. Public speaking is difficult for most people and what happened to her had to be extremely embarrassing.

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23. A Painful Misunderstanding

In middle school, we were doing presentations over basic stuff about different diseases. Just general stuff like symptoms, who's most likely to get it, things like that. My group got diabetes, so we got to work figuring it out. We kinda just got the basic idea that you get diabetes from eating a bunch of sugar so it was only fat people who have it.

I don't think I understood type one back then, and I barely do now. So, we thought it would be an absolute riot if we made fun of fat people with diabetes in our presentation. So, with each of us having huge grins on our faces during our presentation, I hit the clicker to go to the next slide and it's just full of morbidly obese people. I'm like, "And this is what a person with diabetes looks like".

I was expecting a roar of laughter, but everyone just sat there for what seemed like years. Our teacher didn't do anything, I think she was in shock. Then one girl just said, "That's not funny, my dad has diabetes". And we shut the presentation off and sat down.

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24. Making The Grade

I took an abstract mathematics class as part of my undergrad work. Our professor was this stoic Russian lady with a thick accent. We are going over the answers for our first exam and one of the guys in class who apparently did not do very well starts arguing with her about how she graded one of his answers. Keep in mind that these are mathematical proofs, so how you came to the answer is more important than the answer itself.

At first, she says, "Let's talk at my office hours". He persists with his case that he actually got the problem correct. "Please, please let's talk outside of class". He does not want to talk outside class; he wants to talk about it right now. Finally, she says, "I'm sorry I don't know how to help you. You did so badly... I just don't know how to help you... Do not come to my office hours”. But that's not all.

Then she said, "I do not know how to help you. I can help anyone else in this room but you". Everyone is stunned. It was like she dropped an emotional nuke, because even though her comments were directed at one person, she hurt the feelings of everyone in the room. Dude just silently packs his things and leaves. He never came back to that class.

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25. Slipping And Sliding

I went to a KISS concert, and my friends were using the bathrooms before the show. I was waiting outside, and I was enjoying watching all the people dressed up and with painted faces. I love to people watch. I see this guy who just throws up and doesn't miss a beat walking like it was nothing! A large blond girl with big hair steps into the puke and slips and falls.

Her very skinny boyfriend is trying to help her up, and as she pulls him, he slips and falls on the puke too. It was the most hilarious thing ever. I felt so bad for those two.

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26. Busting A Move

There was this kid in my high school that was taking karate classes. He decided he wanted to fight a kid that was taunting him after school in the town park. A ton of people went. He got all pumped up before the fight. Instantly, once the fight started, he began doing karate moves in the air. Once he reached his rival, the first thing he decided to do was a very flashy "spinning backhand".

He missed by a mile and was knocked out immediately, but I felt really bad for him. He was always known for not being able to read situations very well and that, being his first normal fight, was just the absolute worst time to try that move out. Bullies suck. It was embarrassing for both of them.

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27. Belting It Out

I was in a small restaurant with my dad and brother and when I went to the bathroom, I decided to belt out the chorus to “Weird” Al’s The White Stuff in full volume thinking the bathroom would contain my vocals. When I walked out, the restaurant was weirdly quiet. I sat back down at our table, and my dad goes “what the heck was that"?

When he saw the confusion on my face he proceeded to explain to me that the ENTIRE restaurant heard me.

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28. I’m An Art Goddess

My best friend in grade eight was absolutely convinced she was a musical genius. I will say that she was able to compose music later in life and did have quite a few talents with instruments, but singing was absolutely not one of them. We had a school assembly one day where everyone gathered in the gym to listen to some presentations.

For some reason, she convinced the principal that she absolutely has to perform for the school. She played a song on the piano and sang along to it, while everybody cringed. It was awful and when somebody told her that she should probably never do that again, she responded with, “You just can’t recognize talent”. We went to the same high school.

She was in strings but believed she was better than everybody in any major at their major. I eventually stopped being friends with her because she just wouldn’t let up that she was the smartest and most talented, let alone the coolest, person there. She eventually started calling herself a goddess, and completely believing it.

She changed her Facebook name to “first name The Lioness Goddess”. She believed everybody absolutely adored her, when in reality everybody was just sick and tired of her putting others down while complimenting herself. Eventually, she wanted to put some of her drawings in a visual arts show that we had throughout the school for only the visual arts majors.

When she came to the teacher that organized it to very snobbishly show him her work expecting compliments, she was basically laughed out of the room. She walked out, insulting everybody’s work that was in the show, stating that, “We just wouldn’t know talent if it hit us with a truck”.

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29. What Happens After School

Back in high school one day, I accidentally left my backpack in my gym locker. I realized later that night that I didn’t have my stuff to do my homework, so I drove back to the school to grab it. When I walked into the men’s locker room, I heard girls’ voices and I legitimately thought I was going crazy. I entered the main locker room area—and my jaw DROPPED. 

I saw about a dozen girls in the showers. Not going to lie, I kind of stared for a second longer than I should have while trying to figure out if I was actually going crazy or not. Then they noticed me and started shrieking and yelling at me to get out. Turns out there was a girls' basketball game that night and the opposing team used the men’s locker room for changing and showering after the game.

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30. Stuck In The Aftershow

I went to see some friends play at an unknown little club on a weeknight. That was fine, but afterward, there was a DJ playing, and he was awkwardly grooving, now and then blowing some fog, but it was QUIET. Nobody cared, nobody even looked like they had a good time or were talking, just completely stagnant. I want to believe he fogged up the place to hide, but he really seemed to cling to the hope that someone might start dancing.

Maybe there even was one person making an equally awkward effort, but it's been some years and I was drinking the pain away, so I’m not sure if I'm just imagining that part.

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31. Red As A Slushie

My mom took my brother and I to the circus when I was about five or six. We got slushie drinks during the circus that were pretty frozen. Trying to break up a big piece of ice, I jammed the straw to the bottom of the styrofoam cup, putting a hole in the bottom and getting cherry slushie all over me. I started to cry when everybody was quiet watching the tightrope walker do his thing.

Here I am screaming, covered in red stuff and a spotlight shines down on me. A lot of people gasped, thinking something really bad was happening. They stopped the show for a few minutes. The only thing redder than my shirt was my mom's face. I still think about that from time to time, and call my mom to apologize sometimes.

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32. The Surprise Gift

15 years ago, I worked at a kiosk in a mall located right in front of Build-a-bear. One day, I watched a guy walk his blindfolded girlfriend through the mall. She’s excited for the big surprise. They stop in front of the Build-a-bear. He takes off her blindfold—and her face falls. Nope. The girl clearly thought they were going to a jeweler, and she was very not thrilled.

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33. Was I The Only One??

I went to a tiny rural Midwest school. 7th and 8th grade combined was 16 people. Every other year, 7th and 8th grade went on a class trip to the state capital. We ate Shoney’s breakfast buffet early in the morning. I apparently got food poisoning from the breakfast because a few hours later, I vomited at the state patrol headquarters.

They were showing us "stop the knock" and everyone thought I just couldn't take the video...that is, until I vomited at the state legislative building, governor's mansion, and a scenic spot we stopped to eat lunch.

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34. Monkeys On The Monkey Bars

I was eight years old and was hanging on the monkey bars. One of the younger boys a class lower than me in school thought it would be funny to come over and grab onto me. Thing was, he wasn't hanging onto me. He was hanging onto my pants. He kept hanging on, laughing, regardless of how much I struggled and told him to stop and let go. He refused.

The next thing I knew, my pants dropped, and I let go of the monkey bars. I landed right on top of him. But I didn't care. The damage was already done to me. My pants weren't the only thing that was slipped down around my ankles. My dignity was too.

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35. The Hide And Seek Master

I hid from my mother in Macy’s or something when I was like seven. I thought I was being so funny as I jumped into different clothes racks. I remember the staff looking for me too and I hid inside a long jacket as they came by. I was sneaking around for about 20 minutes or so and I remember making my way back to my mom when I found a security guard talking to her as she started to get upset.

He said something like, “From what we can tell, he’s still in the store, he has been running between the coat racks hiding from everyone”. That’s when she burst out in tears. She yelled my name and I popped out right behind her and said, “You got me"! She turned around and grabbed me, and gave me a huge hug. I will never forget the face the security guard gave me when she hugged me.

It was like, “Yikes, you stupid kid, you’re in big trouble when you get home”. It never occurred to me that my mother may have thought that I got kidnapped... 20 years later and I’m still really good at hide-and-seek.

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36. A Graceful Somersault

I watched a guy run across campus in sagging pants. The pants fall to his knees tripping him, and he manages to do a sort of half-somersault which launches the pants almost completely off of him. However, he’s somehow able to pull them up at a light jog pace while glancing around to make sure he wasn't seen before continuing to run off.

I was in my car that had tinted windows, so his secret is safe-ish with me. It was honestly impressive that he managed to save it from being the much more embarrassing pants-around-ankles, face-in-the-mud, and brightly colored boxer-briefs-in-the-wind it could have been.

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37. Learning A Lesson

Growing up, my parents reeeally wanted to make sure I wouldn't smoke—most of my grandparents passed from smoke-related illnesses, so this is understandable. Except they drilled it in my head a little too hard. One day in kindergarten, a classmate was absent. The next day she was there, and she was super sad. We asked her what happened, and she said that her grandma passed of lung cancer.

I told her it served her right. The teacher was not pleased. I apologized the next day as well as a five-year-old could, but that moment has stuck with me since.

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38. A Polite Food Fight

Some kid at my school tried to start a food fight one time during lunch. He jumped on the table in front of a thousand people, yelled "FOOD FIGHT," and threw a yogurt cup into the air which didn’t even come close to hitting anyone. Everyone just stared at him in silence as he climbed down off of the table and ran out of the cafeteria.

Embarrassing momentsShutterstock

39. This Is MY Business

I was in primary school, and I would've been about 11 at the time. One day the deputy principal was having an intense discussion in his classroom during lunch break. He seemed to be acting as a mediator to sort out a conflict between a group of uncomfortable-looking kids who were all standing around him. I happened to be using one of the computers in the room nearby and listened in curiously as I overheard bits of whatever drama was unfolding between them.

To this day, I have no idea what came over me, but for some reason, I decided it was appropriate to walk over, lean down and slam my palms on the teacher's desk like I owned the place, say, "So, what's going on here"? and look around at each of them expectantly like they were actually about to recount the story to me in its entirety.

The deputy principal was this stern older guy who was not the type to mess with. He just looked at me with the most incredulous look on his face for a couple of seconds and blinked. He said "Wha-.... NONE OF YOUR BUSINESS"! Everyone stared at me in silence for several seconds and I walked off sheepishly. I still have no idea what came over me that day, this was not normal behavior for me.

I still cringe about it occasionally.

Embarrassing momentsShutterstock

40. The First Day Of School

The first day of 11th grade was a big deal to me, mainly because we had just moved to a new city. I really wanted to make a good impression like anyone would. Well anyways, before the first class started, I got a little lost looking for the bathroom. So of course, I go all the way upstairs to the one up there. I do my thing and go to wash my hands.

The thing is, they had the type of faucets that could launch a rocket. Basically, as I turned the faucet, everything just splashed onto my pants and streamed down to look exactly like I peed my pants. Some upperclassman walks by, and says, “how’s the first day going"? and I’m over here trying to cover it up, going, “Oh it’s going fine”.

After this, I’m late to class and as I open the door everyone just looks at me with wide eyes and smirks. It was quite embarrassing, but fortunately for me, it didn’t ruin anything for me.

Embarrassing momentsShutterstock

41. Give Me A Hug

When I was in kindergarten waiting outside to be picked up by my mom, I saw her approaching. I closed my eyes and ran at her and hugged her. Opened my eyes and I apparently, I had not aimed correctly as I was hugging the wrong woman. One of my classmates yelled at me to stop hugging their mom. I still think about it today.

Embarrassing momentsShutterstock

42. The Hot Teacher

There was a teacher that was into gym, so he was all muscular and fit, he was our math teacher, and many girls and boys had a thing for him. He was always first in the class, but one time, we got there and he wasn't. One girl got very happy cause she forgot her assignment and started dancing and celebrating saying "The hot teacher is absent"! over and over...She spoke a little too soon.

He arrived right as she was doing that. It took her a minute to realize, and she only did because she turned around. He was clearly holding his laughter, then she said, "Sorry Teacher" and sat down. He smiled, trying to hold it in and gave the class normally.

Embarrassing momentsShutterstock

43. How Many Condiments?!

I used to work at a bar that also served food. We had an absurd number of different condiments to go with the fries. That particular night, someone ordered all 32 condiments plus extra. There were two bars: one upstairs and one downstairs. This might’ve been the busiest night we’ve ever had. There was a tv crew there filming for a show and a big 10 rivalry game happening that night.

I’m talking arm-to-arm people busy. The server is weaving in and out of people carrying the tray of condiments over their head to not spill it. Someone bumps into them, and they dump the entire tray on themselves in front of the owner. They took it like a champ though. They were mildly embarrassed and was joking about it by the time they got upstairs.

Embarrassing momentsShutterstock

44. The Substitute Teacher

In high school, there was this one teacher that barely anyone liked. She was a substitute for our English teacher that day. And that was something my class was excited for. As she was teaching us, she left us alone for a couple of minutes because she had to use the bathroom. She then came back, and she started turning around to write on the board.

Everyone started laughing and giggling. And she’d be confused and turn around and ask what’s wrong. No one answered her truthfully. This kept on going until the end of class. Everyone then left the classroom. And I felt so bad for her. I revealed to her that when she came back from the bathroom, her skirt was tucked in her panties and see-through leggings.

As a result, we could basically see half her behind and her panties covering it a bit. I saw the blood flush through her face, and she felt so embarrassed. She was also disappointed that no one had told her before. Being the quiet kid at the time, she did appreciate my honesty. She wasn’t a bad teacher though, my class just liked to pick on her.

Embarrassing momentsShutterstock

45. Sneaking Around

I was at a sleepover in middle school. I had gotten new pajamas and everything. I was so excited because I really wanted to be friends with these girls. Except I woke up in the middle of the night to my worst nightmare. I had completely wet myself. I had to sneak into her sister’s room where we put our bags to find a change of pants. All I had were jeans. When everyone woke up, I told them I got cold...

My mom told me I smelled when I got in the car to go home. I told her their beagle smelled bad and slept with me all night.

Embarrassing momentsShutterstock

46. The Singing Competition

Our class went on a field trip to be part of the in-crowd for the filming of "Like Mike" at the Forum in Los Angeles. During the lunch break before another shoot, they decided to have an Open Mic of some sort. Students from all districts that were there just started to make it a singing competition. Well, this girl from our school decided to try her luck, just took the mic, and went for it.

It was just horrible. Everybody just started laughing at her. Me and a friend of mine just looked at each other just with massive second-hand embarrassment. She didn't finish her set, dropped the mic, and just ran out there just in tears while others were just pointing and laughing at her. We finished off the day and went back to our school but couldn't help think about what that girl went through.

Embarrassing momentsShutterstock

47. Interrupting The Show

We were watching a Bill Nye video in 4th grade. I was in the last row of desks, and I had an absolutely horrifying cough/sneeze/gas combo that felt like my entire body was exploding. It sounded like a goose attacking a dog on top of a whoopee cushion. Everyone turned and stared and started laughing, and I put my head down and pretended to be part of my desk.

Embarrassing momentsShutterstock

48. An Unexpected Hookup

A friend of mine once hooked up with a guy she matched with on Tinder. She was in a different city for a family reunion and hooked up with him two nights in a row, since she decided to stay there a couple of days before the event to check out the sights. You guessed it. The day of the family reunion arrives, and guess who's there?

The Tinder guy is there, who she quickly learns is her cousin on her father's side. She had never met him before. They both kept their cool for most of the event, but then his brother got too hammered and started gossiping to people about it. The whole thing ended with her and her parents leaving the reunion early, and her mother in tears.

Embarrassing momentsShutterstock

49. I’m Not Going Down There

When I was like seven or eight, I was staying over at a friend’s place for a sleepover. I had to go to the bathroom late at night, but it was down a super creepy dark corridor, and I was too spooked. My friend came up with an unfortunate scheme. He suggested I pee in one of his baby brother’s diapers and I was so desperate that I did.

His mom came in to find me holding a soaked diaper with pee all over the floor whilst he was laughing hysterically. I want to sink into the ground every time the memory comes back to me, which is at least twice a week.

Embarrassing momentsShutterstock

50. A Familiar Face…

Back in 1998, I was in the Air Force stationed in Germany. I was in a club with some friends and pretty smashed. I'm at the bar and I tell my friends I'm going to the bathroom. I walk through the crowd on the dance floor and make my way there. In the distance, I see someone that I recognize, so I give him a head nod and he does the same.

I get closer and see he's still walking in my direction and I can't pinpoint where I know this dude from. I end up bumping into him, and I tell him I'm sorry and step to the side. I take a step forward and I bump into him again. This time I loudly said, "YO! MOVE"! and some girl taps me on the shoulder and says, "Hey, are you ok"? That's when it suddenly dawns on me.

Turns out, I ran into a mirror. The guy was myself. My buddies never let me forget it either.

Embarrassing momentsShutterstock

51. Sudden Seasickness

I was on a particularly rough ferry crossing with my family and another family we were friends with. The mum of the other family was sitting on a lounge bench seat looking very queasy. That's when she realized she wasn't going to make it to the toilet. She suddenly grabbed her handbag, tipped everything out of it, and then proceeded to puke violently into it for what seemed like ages.

Then she stopped just as suddenly—a terrible look of horror on her face. She slowly lowered the bag from her mouth, staring at its prior contents on the seat next to her. You see, the bag she'd grabbed was not hers. Instead, it was a similar one that belonged to the complete stranger sitting two seats away from her. She started to apologize profusely and offered to get it cleaned.

Of course, the woman just hurriedly grabbed her things from the seat, got up, and huffed, "You can keep it"! before storming off.

Embarrassing momentsShutterstock

Sources: Reddit,

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