Everybody knows an entitled rich kid. The worst of them act like they own the place, driving around in their fancy cars and relying on their parents’ money for everything. The best of them…well, they probably needed a little push to get where they are today. Getting humbled doesn’t tend to happen overnight. That’s why it’s so sweet to see reality hit a rich kid for the first time. The Redditors below came together to share stories of exactly that. Some of them were witnesses to reality’s cold smack, and some of them were the ones smacked, but all of them left with a crazy tale to tell.
1. Cleaning Up My Act
I was a school bus driver in the 70s during the height of court-ordered bussing, so I ferried poor kids to the rich side of town, then rich kids the other way. Lots of entitled brats, but one stands out. Super entitled kid, constantly defying rules. Eventually, I caught him (with too many witnesses) attempting to set a bus seat on fire with his lighter.
School officials were called. Hearing with officials and rich dad—and he’s banned from all buses rest of semester. Dad offers to pay for the damage and quietly accepts the punishment. Then comes the surprise. Next morning when I arrive at 6:00 am to clean my bus (regular task every morning), the rich kid and his dad are standing there.
Dad introduces me to my “new personal bus cleaner” for the rest of the year. He brings the kid every morning and forces him to wash and clean the floors on my bus before taking him on to his school. By the end of the year, the entitled kid is actually working hard and being friendly. We’re getting along pretty well and I help him out sometimes so he can get on to school. Kid turns out okay when all is over.
2. Say My Name!
I used to live in Whistler, BC, so we saw a lot of athletes during the winter and summer, and offseason when they did training camps. I don’t really follow sports. One run-in with a guy, I’m assuming pro snowboarder by the looks of him. I think we accidentally bumped into each other in a club or something. He pulled the, “Do you know who I am” thing at me, and I just responded with, “Do YOU know who I am!?” right back.
He looked shocked. I added, “Half the people in this town are famous, bud. Get over yourself.” The look on his face was priceless. I am essentially a nobody but my facade seemed to work.
3. Karate Can’t Help You Now
When my brother was in school, he was horrifically teased for being autistic. And his teaser was the most entitled little jerk I’ve ever had the displeasure of meeting. His father paid for boxing practice, karate lessons, and other martial arts. This made him think that he was the best at literally anything physical.
My brother isn’t overly fond of sports, and prefers to read in the library. As the typical nerdy kid, he’s a prime target for harassers. One day when the harasser had cornered my brother up against a wall, my brother finally decided that he wasn’t just going to take it anymore. But he strongly dislikes fighting, and thus would not be fighting back.
Instead, when the harasser tried to punch him…my brother ducked. Three broken fingers and a trip to the hospital later, the harasser’s father finds out what had been happening. All his extra classes/training were canceled, he had all of his electronics and games sold, and if he wanted to have a car, he would have to work for every penny himself.
4. Take-Out Queen
Spending $50 on food a day is not normal. College girl got cut off from her parents (drinking and not going to class) and had to get a job. She put on Facebook about how she’s gonna go hungry and needs money. People offered her food and offered to make her dinner. She said, “That’s okay I just need about $40 to get through the day, I don’t like to grocery shop.”
5. Sleeping In the Rain
I used to repair trails for the Forest Service, and I wouldn’t call anybody a “brat” necessarily, but we’re all pretty spoiled when it comes to manual labor and sleeping on the ground. On day one, the bush plane flies the crew out to a grass airstrip about 40 miles east of town. Then you shoulder your pack, grab an ax and a shovel, and start hiking up the canyon. Usually in the rain.
Until you watch that plane disappear over the ridge, it’s hard to imagine what you’ve signed up for. Hard labor all day every day. Working, cooking, and camping in the rain that whole first month. No phone, no mail, no roof, and if you forgot something, you’ll just have to live without it until the road opens in July.
Wolves and mountain lions circle the camp at night, sometimes bears come for your food. Everybody struggles for the first month. You’d see the kid who’d been the “hard guy” on his high school football team start to sit through lunch with his head in his hands, just licked. Guys who were in the “1,000 lb. club” at their gym slumped up against a tree all evening, eating peanut butter for dinner because they were too beat to cook.
Demanding as the job was, it wasn’t really a physical issue. The best workers on the crew were hippie-Jesus types with noodle arms who read Marcus Aurelius around the campfire at night. They just took everything as it came, because no matter what…it just kept coming. Them and the Mormon ranch kids. I don’t know how those kids came up, but nothing brought them down.
6. Growing Up Fast
I grew up with rich kids and still keep in touch with a few of them. One guy’s father owned the most prestigious law firm in town. He said his life changed the moment he called his father from the slammer the second time it happened. His father said, “Well, sorry to hear you got detained, good luck,” then hung up. He said getting locked back into his cell was the singular moment that completely turned his life around.
7. Did I Do That?
Somewhat distant relative spent all of his university years and twenties partying hard with the ~$100-120K allowance his rich company-owning father gave him each year. He’d travel the world each year going to Bali, Thailand, Europe, every year Oktoberfest, just rampaging. At 32 or so he decided to settle in an upscale ski resort area of the US and open a business with his hot gold digger fiancé.
When he went to transfer his money to his US bank account, he noticed it only came to a few thousand dollars. He angrily asked the bank worker why she hadn’t transferred the entire amount only to be told that that was the entire amount. His father had cut him off without saying anything and he just hadn’t noticed. Absolute flatline.
8. Spoiled & Dumb
A kid in college was a roommate of a friend of mine. He was always bratty and spoiled but hung out with us as if he were a good friend and we let him chill with us because sometimes he wasn’t bad. Then one day we heard him arguing with his mom on the phone that he needed more money. From the ensuing argument, we learned that he had, in less than one year, burned through $30 grand that his parents gave him for food and discretionary spending.
Mind you, he was not paying for tuition, or lodging, or his car with this money. It was basically just food money, as all those other things were also already covered by his parents. He was calling his mother some really nasty things, and hung up on her. Then his father called and they got in an argument, cussing each other out.
At the end of that call, he threw his iPhone at the wall and shattered it (this was the original iPhone). Turns out they cut him off and basically he had to drop out of school and drive back home (out of state) because he couldn’t afford to do anything anymore (and of course was too good to work a pleb’s job).
9. Bambi Walks
There was only one coffee shop on my campus, operating out of the library building, and it was always crowded. You pretty quickly learned that if you wanted coffee before class, you got there 20 minutes early, grabbed a newspaper (I’m old, sue me) and took your time. It was always funny watching incoming freshmen crowd the line five minutes before their 8:00 a.m. and slowly filter out in despair as they realized there was absolutely no way they were reaching that sweet Sumatra nirvana in time.
Cue this little freshman girl dressed in the classic “campus t-shirt, jean shorts, blond ponytail coming out the ballcap” starter pack walking up, assessing the line stretching out the door, and boldly deciding to just sort of…skip it. Now the baristas were usually pretty cool with people skipping for simple things.
Dropping down a quarter for some scantrons or a buck for a cookie, anything that didn’t require interaction. Not this girl. She caught the barista’s attention, while the previous customer was still paying, and went, “Hi, yeah, can I get a latte please, like really quickly?” Barista replied, “Umm, the line starts back there.” Her response made my blood boil.
“But I have claaaaass,” whined the freshman. There was an awkward pause before the barista responded. “You are on a college campus. Are you freaking serious?! Why do you think all these people are here?! Back of the line!” “Oh,” was the only thing the freshman girl thought to say. As she turned to look at a line full of people staring daggers back at her, she looked not upset or embarrassed.
She looked sort of enraptured by this newfound understanding she’d just been imparted. It’s like for first time in her entire life she realized that other people were in her way for reasons. It was actually kind of beautiful to watch, like a baby deer learning to walk for the first time. Better late than never.
10. Vandal Handled
When the high school principal’s daughter, who previously got away with all kinds of garbage behavior (vandalism, drinking, major teasing), got caught vandalizing a lecture hall in university, she was unceremoniously dumped and banned. Parents whined for months on Facebook about their poor baby’s unfair treatment and the fact that her applications to other universities were being denied.
11. Don’t Trust Me
Rich guy in our college dorm thought he was untouchable because his dad was some NFL player from the 90s and had not blown all his money yet. He would get freshman girls blackout drunk and then film himself doing it with them and then show all his buddies the next day or so. Well, one buddy was not as close as he thought.
The dude went to the residency advisor who then went to campus authorities and then real authorities. The boys in blue themselves. It was a fun night watching the parking lot fill up with all these bored uniformed officers on duty that night and haul his butt out of the dormitories while they went and gathered his evidence!
12. The Hardest Truth
This is my husband’s story. He wasn’t a brat, but he was being a little brother. They are five years apart and this happened when they were much younger. He was messing with his big brother, just being generally annoying, and got a good punch in the arm. My husband starts yelling for his mom, complaining that his brother punched him. She comes up and says, “Son, sometimes you deserve it.”
The boys knew then and there that the dynamic had finally changed. It’s one of my favorite stories because their mom is so sweet.
13. The First Million Is Always the Hardest
This kid I knew won a cool million off a scratch ticket when he was 19. Acted like a big shot. Arrogantly buying rounds of drinks for entire bars…didn’t do anything for 20 years. Then he got the last check. Suddenly, he was an alcoholic with no savings, no assets, and no skills. He’s now in and out of hospitals for alcohol poisoning and mental breakdowns.
Lost his paper-hat job, his girlfriend, everything.
14. Soap Is Soap Is Soap
I will admit that I was a bit spoiled growing up, though I didn’t think I was a brat. My mom had a maid that came in several times a week. When I went to college, several things were very different for me. I knew to clean up after myself but cleaning a bathroom was completely new to me. I really didn’t want to deal with it.
The biggest shock was doing laundry. I had absolutely no idea what I was doing or how to pull it off. I knew I was supposed to use detergent and softener, but I thought any soap would do and didn’t know what softener was. I had no idea how or when to add them, either. As you can imagine, this led to a bit of an issue.
Reality hit when a campus security guard came in and I asked them how much of the dish soap I was supposed to use. The security guard just started laughing at the top of his lungs. He did help me get the right soap after and explained how to operate a washer and dryer. But that laughter really showed me how spoiled I had been.
15. Gamer Rage Strikes Again
My friend has this entitled younger brother who acts like the world revolves around him. While his dad is stern with him, his mom babies this behavior, and he can get away scot-free with almost anything. He gets angry very easily, even at the slightest things. I was over at my friend’s house, and while we were downstairs, we heard a loud crash from his brother’s room.
It turns out he was playing Fortnite on his TV, and threw the controller into the glass table, which shattered. My friend called me later in the day over Discord and told me how after his dad came back, he grounded his brother for a month, and he wasn’t allowed to play video games or go over to a friend’s house. He had to pay for a new table with his allowance and had to do chores. He got what he deserved.
16. Truck, Meet Face
When I was in high school there was this horribly bratty rich kid who loved to pick on others, push people around, and play the “Do you know who my dad is?” card a lot. Let’s call him Todd. I hated this kid, all through school. Final year of high school, I’d had a bad day one day, and it obviously showed. Todd sees me walking in the hall.
He makes some snide remark about my shirt. I promptly tell him to shove it, as I am not in the mood. He walks over to me while I am at my locker and slams my locker door, then shoves me. I recall that he said something else but I honestly don’t remember what it was. I just remember that I saw red, and couldn’t control what happened next. I drove my fist into his nose like a truck.
I stomped away all teenage and angsty. Got called to the office the next day. Todd is sitting there with his father and the principal. I knew I was screwed. The principal shows us all the security camera footage of what went down. I am assuming an expulsion is coming my way, when Todd’s father puts his hand on my shoulder and smiles.
He tells Todd to say thank you, and we both look at him dumbfounded. “Why would I thank him? He broke my nose!” says Todd. His father responds with, “Because if I had been there, and seen you act like that, I’d have ended you.” He stood up and left and I was excused to return to class. Todd never bothered me again.
17. Left in the Dust
I worked with a girl who was COMPLETELY ENTITLED to everything! She was a pretty blond girl who was reaching her 40s and not so pretty anymore. She was impossible to be around and talk to. She was always right, had no clue how the real world worked, and always made excuses. I treated her like anyone else I worked with and would not do her work for her.
She went to our boss weekly because I was “treating her unfairly” because I refused to do her work after I got mine done…while she painted her nails and made personal phone calls. She was FURIOUS when I was promoted over her. Then we hit the recession of 2008 and I was laid off. She got my job and quit within three weeks because she could not handle the pressure.
I wonder where she is now and if she is going through the bar circuit trying to find some loser to pay her rent for the month. (She bragged about doing this, and was ticked when a month came around where she had to pay her own rent.)
18. Lori Loughlin Lookalike
Administration and faculty at a university refused a substantial offer of endowment money from a couple that wanted their son enrolled as an art major. Their son couldn’t meet the minimum scholastic entrance requirements and he had little aptitude for art. Still, with their millions, he thought money would buy his way to an “easy degree” as an art major.
He was dumbfounded to receive a notice of non-admittance.
19. Cardboard Money Coming
I knew a guy in high school who bragged that he didn’t have to pay attention in school because (get this) his grandfather was a Vice President of the corporation that supplied the cardboard for cereal boxes for General Mills. Real gravy train, ya know. Last I checked (since I deleted Facebook) he was still working at Best Buy five years after high school, same job he had in high school.
I grew up in a very financially stable, loving household. My parents aimed to raise me to be smart with my money (since that’s pretty much the main way they built such a good life for themselves) and I took it completely for granted. Never had to hold down a job since they would still provide for all of my necessities.
Never worried about being more frugal (shopping store brand even though my mom did, thinking about wants vs needs, etc.). I was stupid. I was spoiled because my parents weren’t very hard on me because of my crippling anxiety and depression. I was a brat because I looked down on poor people like, “Wow, you really can’t afford gas..? Save your money, dummy.”
Then I moved out when I was 20. I had to get a job to pay for stuff, and much to my dismay I couldn’t just quit when it got tiring or difficult. I had to become more frugal and I was humbled every time my boyfriend covered my share of bills when I didn’t have enough money despite trying my best to save. He grew up way smarter about money than I did for sure.
I’ve definitely become stronger and smarter, but I owe an apology to less fortunate friends I had growing up that would probably be thrilled to know that the real world has finally hit me.
21. Baby Steps
My best moment was when I got hired by a pair of Woodside, CA parents to transition their horrible 18-year-old into the realities of “real life,” something that evaded both of them. My first action was to take away his platinum, limitless credit cards. He threw a tantrum that lasted several days. “Where am I going to get money?”
Get a job. “My parents will fire you.” They didn’t fire me. When he realized that boundaries and budgets had been set in stone, and that he not only had to pay the bills the rent but taxes too, he headed straight to college to wait out the next four years. He is still a little jerk, but at least he has a job and an education now.
22. Nothing But Net Positive
One of my college roommates told his parents the trip we were planning (that they were paying for) was $400 more expensive than it was so he could buy a really nice bong. In addition, they basically paid for everything he wanted—he had their credit card and ordered food on it at least once daily. He also would make $50 purchases off the card pretty regularly.
Long story short, they found out he lied about the cost of the trip. For whatever reason, they still paid and let him go, but after the trip he could not use their card anymore. This dude acted like he lived the hardest life of all time afterward, but eventually sucked it up. He actually acts way less entitled now, it ended up having a lasting positive effect for him (even though he wouldn’t admit it).
23. Get Grown, Girls
While working in a casino here in Las Vegas, a herd of girls came to my window and one proceeded to tell me about her great birthday party itinerary that her dad had paid for. For her 18th birthday. With no adult in the party. Just a bunch of teenaged girls, out in Vegas, where none of them could do anything because none of them were 21.
I couldn’t even check them into their reservation without being 21. They start yelling and screaming at me, so I calmly call security—and security tells them they can either, “go play in the arcade,” or leave and try to find a hotel off the Strip that will take them in without being 21. The anger turns to tears. The security guard is unmoved.
24. If You Ain’t Winning, You’re Losing
My little brother gets everything he wants. Whether it be big or small, he will get it. When we race each other or play a game, he always wins, we (me and my sisters) have to let him win. Since he does track and field, he goes to meets with his team. He doesn’t like to lose and when he does, he gets really enraged.
He had a meet one week and he had to sprint the 100 and 200-meter dash. When we got in the stands and he was on the track lined up for the race, we were hoping he would lose since he usually wins everything and gets everything. When the race started, he was in third place and it didn’t seem like he was gonna win.
He sped up and passed the person in second place, making him right behind the person in first. It looked like he was gonna pass the person in first, but he was too slow and ended up in second. When the race ended, his reaction was absolutely priceless. My brother fell to the floor and started to bang his hands on the track. Me and my sisters started laughing.
He looked up at us. He started to say words we couldn’t hear, but we figured out he said, “You guys shouldn’t be laughing, this isn’t funny.” I mouthed to him, “Welcome to the real-world buddy,” and he got up and walked off the track to us. He yelled at me, but we just kept laughing. On the car ride home, it was quiet. It was fun while it lasted.
25. I Fought For This!?
My dad owns a bar, and one night there was this rich kid with his friends. Boat shoes without socks, the whole thing. He was giving one of the bartenders a tough time because he was on the shorter side. This kid was bothering the bartender for about half an hour until finally, he got my dad to come out and deal with it.
My dad basically yelled at the kid about how the bartender enlisted in the military and fought in Afghanistan and how ashamed he should be to make fun of an honest, hardworking veteran for his height. The kid left the bar nearly crying, and I hope that experience helped him change for the better. Don’t mess with veterans, kid.
26. The Worst Victim
Back in high school (the 90s) this kid got a brand new Chevy Camaro. I had an old, beaten up 80s Pontiac Phoenix that had the straight six. It was by far not a racing car, but this tool was just looking to brag at what he got compared to the busted cars we got. About two days later, while we were waiting at a stoplight, this idiot pulls up alongside us and tries to race us.
He starts by revving it really loud and tries to do a burnout. Mind you the light was red, and the roads were not wet. So he managed to get a tiny burnout going, some smoke and whatnot. When his tires did catch traction, he went barreling into the intersection…and smashed into the car of the wife of one of the VERY FEW officers in my small city. Needless to say, that didn’t work out for him very well.
27. An Angry Trip Home
We hosted an exchange student when I was nine. Her name was Yuki, and she was so spoiled. She shared my room and she threw her stuff all over the place. In Japan, she had people (dare I say servants) pick up everything for her. At one point she had gotten into my makeup (I was nine, so I didn’t wear it often, but it was expensive, and I wanted to save it) and used it without my consent.
I was furious. I demanded that she clean up her stuff. I handed her a broom, and she didn’t know how to sweep. She had never swept in her life. So she had a meltdown (she was 17) and wrote an angry letter on her laptop that my parents found while I was at school. I don’t know what the letter was, but I know it was bad. She got transferred to another host family.
28. Welcome to Charity-Bucks
At a Starbucks and this one girl apparently thought people gave her parents free drinks and stuff for her all these years. Like, the cashier told her the total and she said, “Wait, I don’t get it for free?” She never realized her parents swiping their cards all those years was paying for her things, I guess. Really absurd.
29. Still Waiting on That Reality Check
My ex-wife is an overindulged child of a woman who has never had to deal with consequences or accountability for anything she’s ever done—but a few months ago, she crossed a line, and I can never forgive her. She overdosed with my kids in the house. I took the kids and told her to get her stuff together or I would take her to court.
She refused to get her act together. I took her to court. Then she refused to follow the court orders while still making threats. Now, she’s a jobless, homeless addict with multiple warrants and I’m raising our kids by myself.
30. With Great Power…
A kid from my high school came from a well-known family that was very involved in politics. He slacked off in school and was mostly a condescending jerk for years. After graduation, he didn’t really do anything, but eventually decided to run for office as he had the same name as his father. He won easily because people didn’t realize it was the kid.
As a state rep, he posted on Facebook about “Enjoying his women battered rather than plain” and asked to join the black caucus because he liked hip-hop. He also dropped a loaded piece on the floor in the middle of a session after fighting for the right to carry one in the statehouse as a “responsible arms owner.”
He kept getting elected despite these issues because his family was well-connected and he had a dedicated following from some political groups. After six years in office, he gets busted for soliciting a minor over the internet. When they detain him for that, they also discover he’s been dealing illegal substances. The worst part is that his family is actually super nice and genuinely made the community a better place, but now they have to deal with all the issues from him. He was an apple that fell very far from the tree.
31. Drilled Into Shape
When I went to US Army Basic training. That’s where it hits most people. One recruit, in particular, was indeed spoiled. She was one of those “my daddy is important” type gals. According to my battle buddies, she does not clean or know how to do laundry. OH, THE ATTITUDE! She gave so much attitude. Week five and the drill sergeants had enough.
We formed up and as you can guess…called her out. The females were told to watch her and to “adjust her attitude.” After weeks of struggling to do basic chores, she started to improve. Week nine and she is everyone’s friend. Basic training will make or break you. And in this case, it made her become a better person.
32. Good Old Scottish Rage
In the sixth grade, my teacher was this tough older Scottish woman with a very thick accent who probably led battalions in WWII. She terrified me and I adored her. One of my classmates was this snotty brat who constantly bragged that she never had to do chores or homework and always got her parents to do her work for her.
One day, we had a book report due. The book report was supposed to be two pages, and for some reason, this girl wasn’t able to get her parents to do her work for her on this one occasion. She came in and turned in a book report only one sentence long. Our teacher looked like she was about to rip this girl in half. She held up the book report and said loud enough for the entire class to hear, “ARE YE AN IDIOT?!”
33. The Camera Don’t Lie
A student at the school where I teach was horrifically entitled. She was constantly mean and rude to teachers. Refused to do work if she didn’t want to. Demanded teachers accept late work or improperly done work because she didn’t listen. Would leave class on her own whims. Came in late with outside food because she was out shopping, etc. etc. etc.
Calls to parents did no good because they believed she could do no wrong. She got in trouble for getting with a bunch of athletes and her parents were called in. They, of course, refused to believe that their perfect daughter would do something like that. Then the admin showed her parents the security tapes of, like, ten athletes running a train on her. It didn’t end well.
It obviously got out (I mean, it’s how I found out) and she was out of school for like two weeks. When she came back, she completely changed her social circles and started doing makeup and costuming for the drama department, where she was able to return to some level of normalcy. Apparently she became much nicer, too.
34. Did I Mention My Dad’s Money?
I had a girl try to rent a house I had. She was in her late 20s and gave off a bad vibe. She requested that several lights in the house be changed, argued with me about the basement, and demanded a new refrigerator, because “someone else used this one, it’s gross!” She also said, “it shouldn’t be a problem to rent to me, my daddy makes a lot of money.”
I went back and ran her application. She had been evicted from her last three houses. Her credit score was the lowest I had ever seen. She sent in her father’s pay stubs. So, I called her previous landlord, and learned the disturbing truth. She would destroy the house, get evicted, her father would pay the damages and the remainder of the rent, and she would move on.
I called to deny her rental, and she was absolutely flabbergasted. I think I may have said to her, “I wouldn’t let you borrow my pen even if it was on a chain.” Then she repeated that her daddy made a lot of money, as if I would care this time. She will probably never be able to rent anywhere ever again. But that’s not my problem.
35. Everything Ain’t Enough
When I was a teenager my sister and I saw through our windows that there were two guys getting into her car. We ran downstairs as fast as possible and caught them in the act. One managed to run away but the other one froze and didn’t run away. He couldn’t have been much older than I was. My sister called the authorities and the kid kept looking at us and trying to find a way to escape.
My sister said, “Run if you want. My brother will catch you.” The authorities came and so did his parents. His mom drove a freaking amazing car and the lady looked furious and sad. She was dressed really nicely and looked like she was pretty successful. As soon as she got out, she began yelling, “Why?! We give you everything! You have everything! Why would you try and do this?! Don’t we give you enough?!”
The kid just seemed to shrink and get smaller. I don’t get it. Freaking idiot. I hope he turned his life around and began to be around better people.
36. The Power of Kindness
When I was renting cars in college, we had a regular come through who was a passive-aggressive low-key idiot every single time. We’d see him once a month, and we were always too slow, the car was trashy/dirty/smelly, we didn’t have what he wanted, the lineup was too long, the car was parked too far away, etc.
I saw him regularly for a year and tried to end him with kindness every time, and every time he was a sour-faced butt. Then one freezing cold Canada morning, I got a call from him. He was at his hotel and his car’s engine wouldn’t turn over. I smiled and told him to sit tight. I went to the head driver and explained who the client was and what I wanted him to do.
Since we were slow that morning, I sent the head driver in our nicest SUV with winter tires and another guy to boost the first car and give the head driver a ride back. A half an hour later, Mr. Grumpy Guts walked in the door and stomped up to me to return the keys. I gave him a big smile and I meant it when I said, “It’s good to see you, sir.”
He looked at me with warmth in his eyes for the very first time, and he thanked me. He even smiled, just a little bit.
37. But Daddy!
Freshman year of college. The guy across the hall from me is a spoiled rich kid from a big southern city. Old money clearly coming out his butt. A couple of weeks into the second semester he and a buddy found a checkbook on the sidewalk. Stupid morons decided to write themselves a check and cash it in the bank that the account is in.
The teller immediately called the authorities and they both got detained. We talked the night he got detained and he laughed and said his dad would “take care of it” and everything would be fine. That weekend we met his dad as they moved everything out of the dorms since his dumb butt got expelled. Guess daddy didn’t take care of it.
38. Big City Woes
In high school, this one guy was a real jerk to everyone. He had no sense of anyone but himself and everyone kissed his butt because he was not only Valedictorian of his class, but also star football, basketball, tennis, and track star. He was “top dog” for all the extracurriculars as well. He made my best friend cry multiple times just being a jerk toward her.
She had the unfortunate luck of being in his grade. He was also known as a player, just dating whoever he felt was hot enough for him, but would also put out for him. He honestly thought that nothing bad could ever happen to him because he was just that special. He graduated high school and went to his school of choice and immediately came out as gay on social media.
Not too long after that, he got his first boyfriend. Before the semester was even finished, his boyfriend cheated on him and he flunked out of his college and ended up having to go to another school. Last time I saw him he was super polite and seemed to be rather humbled by his experience outside of our tiny town.
39. Down & Dirty
Nothing too serious, but I taught at an international school in Africa and we would take the high school students camping one week out of every year. Many of these kids are not used to camping at all and have never even taken public transport; they have full-time drivers bring them to school and pick them up.
Some of them are from very wealthy and politically connected families. Having to set up tents and get dirty, not be able to shower every day, and sleep on hard ground is very, very new to them. Some of them actually end up loving it, but others are sad pathetic wretches the entire week. I like to think it smacks a little sense into some of them.
40. Lost My Drive
Went on a double date with my boyfriend, his friend, and his friend’s date. The whole evening, she was rude, snobby, and overall a demanding person who felt entitled to whatever she wanted. She was rude to the waitstaff and suggested we tip them nothing for refusing to refund her order after she ate the whole thing, and complained about everything.
On the car ride back, she started driving, then halfway through the drive, announced she didn’t want to drive anymore. The rest of us had been drinking, so we all refused to take over. She said, “Fine, but I’m not driving either,” let go of the steering wheel, and slammed on the brakes. We got rear-ended, and it was her car, so no cost to the rest of us, but it was instant karma for her behavior and attitude.
41. Beached Corvette
Worked at a fast food place across the street from a very big university for $8.25 an hour for years. Worst one I ever saw was a pretty little white blond girl (they are nigh infinite around here) literally in the middle of our restaurant on a cell phone. I noticed she was getting redder and redder in the face and being super animated.
Over the course of a few minutes as she was standing in line, and then all of a sudden she is screaming at the top of her lungs so loud her face was strawberry red… “I need my $500 EARLY this week! I talked to that idiot you married about it already! Tell your guy to get that money in there NOW!!! I have a party I need to go to TONIGHT!!!”
She whirls around at the two guys in line in front of her and demands she be allowed to cut them because, “Apparently, I’m in a freaking hurry to get to the bank!” They deny her, which sends her into another rage. “Screw this whole BS university! I freaking hate it! I wish I would have gone to New York!” She jumps into easily a $30,000 Corvette and shoves it into reverse—then instant karma hit her like a ton of bricks.
She pulls out into the aisle of cars and then puts it in drive, loses control of the car, and hops a divider, basically beaching her car with its super lower clearance. The back wheels get traction just enough for the car to suddenly lurch backward and the whole front bumper rips off and extends enough to detach from the body of the car, but not totally off of the car to let her go anywhere.
Gets out, starts slamming her fists into the hood. She is screaming so loud I can hear her through the thick glass that separates us from the outside parking lot—but it wasn’t over yet. Like CLOCKWORK a UPS truck hits a puddle next to her and freaking DRENCHES her with water from about her hip down to her legs. She was wearing a skirt.
She only partially moved herself away from the water and started screaming. I got off 15 minutes after her little episode but stayed at work for the next two hours watching her have a breakdown as the tow truck showed up to get her car off the median. What I can assume is a boyfriend picks her up in an equally expensive car with a towel in the front seat so she doesn’t mess up his interior.
The moment he got out of the car, she started screaming at him for making her wait almost an hour to come and get her and he just looks 100% defeated. I sat there with a cherry Fanta and watched it all from a window. I am sure daddy paid for it all but hey, it was the most entertaining thing I’d seen in a while.
42. The Birthday Pony
I went to a very rich, predominantly white Catholic high school. One moment I remember was the wind absolutely being taken out of a girl’s sails when I explained to her why our school dominated the area’s skiing, golf, and equestrian competitions, but never anything else. For a lot of kids in that school, the moment they learned they were rich was the moment they learned that most girls don’t have their own horses growing up.
43. The Total Is What?!
When I went grocery shopping with a friend who had no concept of money. She was used to just being handed her dad’s credit card to get whatever she wanted. She never looked at prices, never listened to what her total was. When she had to use her own money to buy groceries for the first time, I thought she was going to have a breakdown.
Reality hit her REAL hard that day. As someone who has lived in poverty most my life, I have to admit that it felt good for her to finally realize that life wasn’t free.
44. Clean Shirt Club
One of my favorite moments in all TV history came on a show where they had the adult children of billionaires working as cattle hands on an actual cattle drive under the supervision of one real cowboy. Fed up with being dirty all the time, one of the guys proposed to the cowboy that he should be able to have clean shirts delivered to him as he made his way through 100s of miles of plains, herding cattle.
The cowboy was obviously incredulous. “Let me get this straight—you want to hire someone to bring you a dry cleaned shirt, out here, in the middle of nowhere?” In a way that I can only categorize as utterly clueless, the kid responded, “It could be fluff and fold!” As though the manner in which the shirts were cleaned was the issue.
This was probably 10 years ago or more and I can’t go into a dry cleaner to this day without chuckling to myself at how unbelievably out of touch with reality this kid was.
For a couple of years in high school, I went to this super expensive American private school in Switzerland. The company my dad worked for paid for almost all the tuition, so it was an amazing opportunity for me. Most of the kids in this school were either State Department or from American families living in Saudi Arabia (the Saudi government provided ex-pat kids with school up until 10th grade, so you had to go to a school abroad to finish HS).
There were, however, a few Saudi kids that were there, mostly so that they would be able to speak flawless English to help out their future careers. One of these kids, who I will call The Prince, was somewhere in the line of Saudi succession, but honestly, he was like 1,455th in line for the throne. Not a real contender for King, but his family was rich. Like, rich in a way that most of us can’t even imagine.
This school had some rules, like you couldn’t have a car as a student, even if you were old enough to get a license in Switzerland. This rule was a real buzzkill for The Prince, but he made it through the year somehow. Over the summer after his Junior year, he drove back to the school from Geneva in his Lambo, probably just because he could do it outside the school year.
On his way up the mountain (the road is like an endless series of hairpin turns) he managed to flip his Lambo into a vineyard while trying to navigate one of those tuns. I’m guessing a Lambo has a lot of power, and he took it way too hard. His parents, furious at what he had done, decided to punish him by replacing his Lamborghini with a Porsche.
Of course, The Prince was SOOOO angry. He complained about it bitterly when the school year started up again. The rest of us kind of just looked at each other in amazement. Same planet, different worlds I guess.
46. Lost It
At my old school, there was this kid who thought he was hard as nails just because his parents were rich and on the school board, despite being very average physically and an idiot. Dude tried to pick a fight with me when we got off the bus to satisfy his ego, and I picked him up and threw him on his butt like a sack of bricks.
When he whined to his mum and dad, there was jack they could do because it was outside of school hours. This guy kept going at me for the rest of the year, and each time I’d wave him off, until he got so freaking annoyed he started beating my head against the table, spewing race-based and anti-gay slurs at me in the middle of the cafeteria.
Never before have I seen my PE teacher tackle someone so freaking fast. It was impressive.
47. Tax Pains
I worked a summer camp for a few years when I was young and the trees were greener than the trees you get these days, and the grass was more potent. My final year, I was the assistant manager, I forget what the title was (Events coordinator or something stupid like that). The camp had campers for ten days, then four days off.
Pay was given at the end of the ten days, except your first pay also included the four days of training before the first campers came. I had nothing to do with hiring, but I figured Princess Peach Pitt was going to be a problem when it came to the first day of training. She was about as useful as a handsaw on a space shuttle and as bright as a candle with no wick.
When she found out that counselors had to do some light cleaning after campers ate, she nearly had a conniption fit. I found out that she got the job because mom and dad were good friends of the CEO of the organization that ran the camp, and they wanted her to have some “real world” experience before she went off to university.
Well, we made it work. She got easy to deal with campers, had the most experienced partner, and the only downside for her was the Events Coordinator kept a close eye on her to make sure she did her fair share of the work. On the last day of camp, the campers left and the head of the camp had to leave early, so had me distribute the pay envelopes.
So, I do so (staff of 30, took no time) then went to the office to finish off the paperwork. There’s a knock at the door. It’s Princess Peach Pitt. “My pay is wrong.” She says. “I’m sorry to hear that, unfortunately (head) had to leave early, so it’s something we’ll make sure is corrected on the next cheque. What is the problem?” She replied, “It’s short by, like, $300! I don’t think I got paid for the training.”
“What?!” I exclaim. She says, “I’m supposed to make $9/hr at 80 hours plus four days training, which comes to over $1000. This cheque is for less than $700. I have plans for this money, and if I don’t get it, I will sue.” I wanted to say, “Welcome to the real world.” I wanted to say, “Oh my sweet summer child, why couldn’t you have been taken by the faeries, as this world isn’t for you.”
What I did say was, “Okay, so after income taxes are deducted, that sounds about right.” What followed was a declaration that we had no right to take taxes from her. I suggested she should write to the prime minister and perhaps talk to her parents about her recourse from here, but there was nothing I could do to help her. I did hope she wouldn’t return in a fit of pique, but she did come back and worked the rest of the summer. And she never sued the organization.
When I was working at a public library, we had a few local celebrities come in from time to time. Most of them were nice, but one had a real stick up his butt. He would whine about having to stand in line, about late fees, and about everything else. We would just say, “Sorry, those are the rules,” or, “Thank you for being patient,” even though he wasn’t.
One day, he and I were apparently both having a bad day, and when I told him there was a limit on how many DVDs or video games he could check out at a time, he slammed his hands on the desk and raged, “Do you know who I am?!” This is a fully grown man, mind, and I was a little college student who barely looked old enough to drive—so I finally just snapped.
I was sick of his low-key teasing, so I looked at him and said, “Yes, I do, Mr. X, and the rules still apply to you. Which of these would you like me to put back?” He was stunned. I don’t think anyone had ever actually told him that the rules for everyone else did in fact apply to him as well. He was a little nicer after that. Not a lot nicer, but still.
49. Crunchy Eggs, Please
I had a roommate in my freshman year of college that came from an incredibly rich oil family from the Middle East. I remember him having the hardest time adjusting to not having someone else prepare him food. I remember waking up one morning and going to the kitchen and seeing him try to eat eggs and toast he had just prepared himself. He asked me how I normally prepare fried eggs because his tasted really crunchy.
Turns out he had just cracked the egg whole into the pan and prepared it shell and all. I couldn’t stop laughing but felt really bad for the dude.
50. Out-Evil-ing the Genius
I was out at a farm with my cousins for a party. It was more like an afternoon barbecue with all the parents sat talking and cooking while the kids ran around playing. Usual lazy afternoon in Africa. So anyway, I was 16 at the time, making me the oldest of the kids. I will admit that I was a back of the bus/too cool for school type of cringy teenager and was practicing my casual aloofness.
Now, there was this German couple there with this absolute monster child (5) who made it his mission to terrorize all the other kids. The parents of little Adolph sat beaming with delight watching their little ray of sunshine playing with the other kids. Eventually, it became apparent that they were going to do nothing about it.
My parents told me to keep my cool and just ignore him. I did because I didn’t want to put my parents in an awkward situation. At some point in the afternoon the kid found one of those plastic toddler toys, you know the ones where they can sit on it and push themselves around but it also has a handle at the back that toddlers can use like a walker.
So, he finds this toy and is running around this lawn full-speed ramming all the other kids. Now, I did tell him nicely that it was not good to hurt the other little boys and girls, but he clean ignored me and carried on with his game, giggling and chasing the other kids. He also decided that I was now fair game and I got rammed in the ankles and Achilles tendon a few times.
I’m fuming. His parents were watching and laughing the whole time. So, I come up with a devious plan to ruin their day in the best way possible. I position myself in front of this small ditch (only about 1/4 inch deep and full of tall grass) and pull out my phone pretending to read messages. I was making myself an easy target for the little brat.
He comes charging up behind me aiming for my heels again. The front wheels go into the little ditch, stopping the walker. The kid was pushing it so fast that his momentum carried him right over the handlebars, right over the push toy and past me. He faceplants in the dirt going full scorpion. There was no blood but he lay there and screamed as if he’d been shanked.
The best part was that the parents watched the whole thing take place and they and the other parents never suspected that I stood in that exact spot for that exact reason. His parents were kind of ticked that the kid hurt himself while I was watching the kids but they couldn’t say anything so they just kept the boy close the rest of the day.