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The Worst Cases Of Rich Kid Syndrome Ever

The Worst Cases Of Rich Kid Syndrome Ever

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Sometimes, kids are spoiled. And can you guess what spoiled kids often turn into? Spoiled adults. Unfortunately, these types of people sometimes have to learn their lesson the hard way. Have you ever seen a person overreact because of first-world problems? It does make for some occasionally funny scenarios every now and then, but it’s still mostly just sad to witness.

Photo: Flickr/familytreasures

Other times, dealing with spoiled people is just more annoying than anything else. They expect the world to be handed to them on a silver platter, and they’re used to being the star of the show. For the people around them, things can turn uncomfortable in a flash.

Thankfully, for those who aren’t as spoiled, watching these people in action can be pretty humorous (or downright surprising). Here are some of the worst cases of rich kid syndrome we have seen.

What A Nice Reward

Photo: Creative Commons/jonlarge

My cousin just graduated from high school last year. His parents are big-time real estate agents in our hometown, like they both probably clear $1 million a year easily. So my cousin goes off to college and gets busted for public drunkenness and resisting arrest his first semester. Gets expelled from school, starts bumming off his folks for money.

His dad just bought him a brand new Range Rover last weekend as a “reward for learning from his mistakes and staying positive when the law targeted him.” Reddit User: NCDE336


Photo: Creative Commons/nile red

My college roommate’s mom gave him $1400 “for the weekend” just randomly. He blew through the whole thing by Saturday morning, by purchasing things like game systems and a ton of food. He then asked his mom for more money, and was screaming at her because “she promised $1400 for the weekend.”

He spent most of what she gave him on Friday, which isn’t a part of the weekend (according to his logic). Hoo boy. Reddit user: chuteboxhero

Not One But Two

Photo: Creative Commons/Open Grid Scheduler / Grid Engine

I used to work at a wholesale kitchen appliance distributor. It was a multi-million-dollar company. The CEO’s daughter was my age (23 at the time) and would often come chat with us in sales. She had a high rise condo by herself downtown worth about $300,000.

After I left, I bumped into one of my old co-workers, and she came up in our conversation. I asked how she was doing, and my co-worker informed me that Daddy bought her another high-rise condo.

It was directly across from her current condo and the only other condo on that floor. Why did she get two high-rise condos? Well, she wanted the floor to herself. Reddit User: [redacted]

Her And Her Jeans

Photo: Creative Commons/John Piekos

I had a friend in uni whose parents, it turned out, owned multiple tea plantations. At this point, I had no idea she was wealthy, and she was driving me to work one morning. Her phone went off, and she said, “Oh, just read that message for me.” It was all in German except for one bit that was like €1400.

I read that number and said I couldn’t read the rest, and she said, “Oh great, mum has transferred me the money.” I was like, “Omg that’s a huge amount, is everything ok?” She said, “Yes, I’ve run out of clothes and mum’s sent me some money to get more this weekend.”

I was like, “What do you mean run out of clothes?” She said, “I don’t know how to work the washing machine, so I’ve sent my clothes back to Germany. I’ve got nothing to wear now.” I was so completely shocked that I sat there in silence. She just said, “I mean, €1400 is only like 4 pairs of jeans, but it will get me through till next month when I go home.”

To this day, I still have not found a pair of jeans I like enough to spend £350 on. I became so self-conscious about my own poverty, which was such a shame. Reddit user: cattawalis

An Honest Threat

Photo: Creative Commons/Gettysburg College

There’s a lot of rich kids in my particular business program at my university. I met this one girl a few months ago at a social. We were chatting a bit about our program, and she proudly told me about how she threatens to sue the school whenever things don’t go her way.

She also said something to the effect of “they have to take the threat seriously, because they know I actually have the means to follow through, haha.” Reddit User: [redacted]

High-Quality Protection

Photo: Creative Commons/cinnaofficial

I worked at Sunglass Hut in south Florida. One day, a family of four came in to buy glasses. Now I am used to people having money and buying stupidly expensive sunglasses. But the dad told the kids, who were probably 6 and 4, to get the glasses they wanted.

Both grabbed 4 pairs of sunglasses that cost over $250 each. Then both kids pulled out wads of $100 bills to pay for them. Reddit User: Flapadoodle

Surprise, Surprise

Photo: Creative Commons/rodrigoaranha

A girl in my school was “surprised” by her parents in the school’s parking lot with a new BMW. A freaking BMW. Everyone who is out is basically watching this go down, and she starts crying. At first, we were all thinking it was because she’s so happy, but then she runs back into the school. Apparently they were supposed to show up earlier (I’m assuming when there would be more students to witness the surprise).

I felt bad for the dad, because he looked totally embarrassed and sad about it. You know in his head he’s like, “I created this monster.” Reddit User: PazzaCiccio

Trust Fund

Photo: Public Domain Pictures/greek food ta mystika

Knew a trust fund girl whose dad gave her the money to start a company. She lost it when she went on vacation for 6 months and forgot she was supposed to pay her employees all the time. She assumed they would not get paid for 6 months and be there when she got back.

I quizzed her on this for a few minutes, and it was clear that she had no idea what a job actually was. Reddit User: pencilowner

Drive Safe

Photo: Creative Commons/extremeboh

Yes, this is a true story, believe it or not. A kid in my graduating high school class was very wealthy. His parents bought him a Land Rover when he was 16, and he crashed it into a school bus. They bought him another Land Rover, and he lost it street racing.

Guess what? They bought him a Mercedes. I mean, if his parents didn’t get the hint by then, they were never going to. Reddit User: NordyNed

Being Broke…

Photo: Creative Commons/tomscy2000

When I was a broke bike messenger, I was dating a woman who was heir to a major restaurant fortune. One evening, she wanted to go to a club downtown, and I said I couldn’t go because I didn’t have any money. She said I should come anyway, so I figured she was footing the bill….

When we get to the club and it’s time to pay the cover at the door, she pays for herself and starts to walk in. I’m like, “Hey, I don’t have any money. I can’t get in.” She comes back out and tells me to just put it on my credit card, but of course, I don’t have one….

Then she tells me she’ll drive me to an ATM. I’m standing there in the street with her, trying futilely to explain that I literally do not own any money. She could not grasp the concept. Reddit User: [redacted]


Photo: Flickr/eddaser

My girlfriend’s family is rich. Her family is wealthy, and she’s working her way to it. But one day, she was waiting to get a chance for a promotion and the words “I cannot believe anyone would make somebody work for almost a year to get a promotion” came out of her mouth.

And I laughed. Seriously, talk about being out of touch! But I guess I can’t blame her given her upbringing. Reddit User: steve-the-sloth

Joy Ride

Photo: Creative Commons/didbygraham

A 14-year-old was in a full volume cursing meltdown (“WHERE THE HECK IS HE!!???”) because the pilot of the private helicopter that had brought him there had gone off to get a cup of coffee. The kid was done skiing for the day and found it totally unacceptable that he had to wait 10 minutes before he got flown home.

The helicopter pilot would have been better off just hovering over the kid the entire time to make sure he was ready when needed, I guess. Reddit User: picksandchooses

Living Rent- And Worry-Free

Photo: Creative Commons/blargmedia

Dad bought his college-aged daughter a house in a VERY nice neighborhood so that she and her friends could live rent-free while they attended university. He remodeled the entire house. In all, he probably spent close to $2 million. Two weeks after moving in, they left a candle burning while they went to the store to get snacks for a football game.

They came home and the house was on fire. A month later, it was good as new for them to move back in. Rich people, eh! Reddit User: party_atthemoontower

Not The Mercedes

Photo: pxfuel

A Saudi guy in the UK got in a crash, with light damage to one side of his brand new Mercedes. He called for one of his assistants to come get him, even though the car was fully driveable. My friend rolled up on call with his tow truck and asked the guy where he wanted the Merc towed.

The guy gave him the keys with a flourish and said, “Keep it; I don’t want it.” Ooookay, I guess I will then? Reddit User: Aiku

That’s Trashy

Photo: Creative Commons/mastermaq

I know a garbage man that works in rich neighborhoods and takes out trash around move-out time for the uber-rich-kid university. Every year, he finds 200-300 game consoles (the newest ones) and sometimes desktop PCs; the kids don’t want to take them home, they just throw them all out.

He makes a good ~40k a year on eBay. He just cleans stuff up and sells it; it’s a nice supplementary income. Reddit User: cheeseguy3412

A Helping Hand

Photo: Creative Commons/Paula Satijn

I had a kid from Honduras that lived across the hall from me my freshman year of college. During one of the ice breakers after freshman move-in, he leaned over to me to ask if I knew when the maids came to make his bed and clean the entire place from the floor up.

I guess his family was very well off in his home country, and the entire semester was an eye-opener for him in actually taking care of himself. Reddit User: ACrossEyed Sniper

Girls And Cars

Photo: Creative Commons/andyrusch

A girl I went to high school with got a Mercedes for her 16th birthday. She constantly complained about the fact that she didn’t get a Lexus, because her name was Lexi and she thought it would be “sooooo cool!” for Lexi to drive a Lexus with a custom license plate saying “Lexi.” Her parents caved and bought her a Lexus for her 17th birthday….

Similarly, my college roommate threw a massive tantrum, like on the floor screaming and crying, because her parents got her a used truck for graduation. It was a 2013 truck with less than 10k miles. Reddit User: [redacted]

Bookings And Cancellations

Photo: Creative Commons/Monika Kostera (urbanlegend)

The girl I dated in college was a rich brat. I was planning to come visit her over winter break, on the other side of the country, when a snowstorm canceled my flight. The airline was slammed and couldn’t get me out there for about three days because of the delays. It sucked, but whatever….

However, she realized that there were other flights available on other airlines the next day and encouraged me to just buy another ticket. She didn’t think it would be a big deal and literally couldn’t understand when I told her I couldn’t afford to do this and that my parents wouldn’t just pay for it either.

I later found out that the previous year, her family had a trip scheduled to Costa Rica, but when they got to the airport they realized her dad’s passport was expired. They simply booked a new trip to Hawaii. Reddit User: AccusedOak04

The Honors Program

Photo: Creative Commoms/Henry C

My first year of college, I was accepted into the “honors program” and lived in the “honors dorm.” I quickly learned that I was a black sheep in this program, as it was all about status and who your parents knew. The first meeting we had as a group, our advisors did an ice breaker….

Everyone listed what countries they had visited, which was their favorite, and why. Most had at least six to pick from (me: I visited Canada, but I also lived on the border, so I don’t think it counts). In my suite, most of my roommates had never done their own housework and genuinely seemed uncomfortable without some sort of maid….

The solution: They paid other students to do their laundry for them. I quit that program by my second year. Reddit User: saltydecay

The Grumpy French Maid

Photo: Creative Commons/Paula Satijn

My mom’s college roommate had a French maid who tried to toss out all my mom’s stuff on move-in day because she didn’t get the concept of roommates. As my mother’s French was rather weak, she had to physically block the maid until the roommate decided to turn up and explain (to the maid, who still wasn’t happy)….

They ended up becoming really close friends (my mother and the roommate, not the maid). They still laugh at this incident today. Reddit User: scolfin

Fender Bender

Photo: Creative Commons/bmewett

In high school, a really rich and super annoying kid was bragging that he got in his third fender bender in his “old” car (which was only three years old) that his parents gave him as a birthday gift. But he hated the car (for reasons unknown to me and every other sane person who heard)….

So his parents were buying him an entirely new (current year) car to incentivize him to drive better. Reddit User: captain_screwup

“Is That A Lot?”

Photo: Creative Commons/su-lin

I worked with this kid who was a good kid but completely disconnected from financial reality for most people. He’d just moved out west from another state and was trying to get on like a “normal” adult. He went to buy a new car and was shocked that they couldn’t just bill his dad for it since they didn’t know him….

He ordered a bottle of wine at a restaurant, and the sommelier said, “Certainly, sir.” Then the sommelier whispered, “Just for your knowledge, sir, the bottle is $700.” He looked straight at him and asked, “Is that a lot?” The sommelier honestly didn’t know how to answer, and neither did we, who joined him at dinner….

He was a good kid, and he got a lot better, but he just didn’t know. Once he casually told his mom he needed some help with bills, and she deposited $20,000 into his account. Reddit User: [redacted]

I’ll Foot The Bill

Photo: Creative Commons/kookykrys

This case isn’t too bad, and it’s a bit funny. I became friends with a kid whose family was really well off. He was a really nice bloke but a bit sheltered, and university was the first time he really had any independence. So he had very little sense of what the value of a dollar really was….

There was one particular time he wanted us to eat at a restaurant, and he assured us “it’s really good!” so we all rocked up to this place, and the price for main courses started at $40 to $60, which as poor uni students we couldn’t afford. When he realized this, he was so embarrassed he got his folks to pay for it….

He finally wised up a few years later, once he got more independence away from his family and made his own money, and he remains one of the best blokes I know. Reddit User: goater10

Mom’s Got It Covered

Photo: Creative Commons/Fellowship of the Rich

This is about my best friend, and she is the best person I know; in other words, not normally a “rich kid” or anything. I was complaining about how I was short on money one month (just couldn’t go out to eat) because I had to pay rent and pay for tag renewal all in the same paycheck….

She looked at me, super seriously, and was like, “Don’t worry, they send you those in the mail for free!” After a long discussion, she learned that in fact, her mom had been paying for her new tags every year. Reddit User: helenayo

Playing With Money

Photo: Creative Commons/hapinachu

I worked with a guy who made over $600,000 a year. His grandparents left him a hefty trust fund with the stipulation that he had to have a job, which is why he worked at a grocery store. He dropped out of a nice college because he had an easy job making cakes and still pulled in that much money….

His parents have multiple rental properties in his name as well. I gave him $20 in cash for his birthday, since he wasn’t allowed to have cash because “he would just lose it,” and he laughed at my piddly $20. He said, “Wanna see what my mom got me?” and showed me $2,000 in $100 bills….

$2000 as a gag gift…what the heck! “Well, what did your dad get you?” “Oh, he paid off my car.” Reddit User: doo138

Dad To The Rescue

Photo: Creative Commons/ck_arts

I worked as a bouncer at a high-end nightclub. The biggest jerk of a rich kid gets a VIP booth and bottle service, then racks up a massive bill trying to act like a baller. His credit card gets denied, and he has to call his dad to come down at 1:30 am because he can’t order any more bottles….

His dad comes down in his pajamas, obviously ashamed and furious at this kid. He ends up embarrassing the heck out of his kid in front of his whole group of friends. He takes the kid’s keys and is about to leave when his kid makes some snide comment and goes back into the club….

The dad is about to walk away after he apologizes for his son when we offer to drag him out the rough way; he smiles and accepts. That kid hit every door and step on the way out. Reddit User: ScientisticalMystica

Cut Off The Crust

Photo: Creative Commons/rainasnow

When I got out of the Navy, I decided to use my GI bill at one of the Penn State satellites. I was sitting in the cafeteria drinking coffee and typing up a paper when a girl sits down across from me and opens her backpack. She pulls out a sandwich bag and looks at it in disgust, then looks me dead in the eye….

And she says, “I don’t even know why I bother; my mother never cuts off the crust.” I let out one of those high-pitched short laughs like is this girl for real? Oblivious to the tone of it, she says, “I know right?” then asks me if I want it. I look around, thinking I’m getting pranked. She shakes it at me and gives me a “well?” look….

That sandwich was awesome; I think the bread was homemade, and it had all kinds of expensive-looking meats and Dijon mustard. I know this girl’s mother will never see this, but I just wanna say someone appreciated that sandwich. Reddit User: Vinegar_Fingers

The Improv Skit

Photo: Creative Commons/Hatfield Hall

The summer before my senior year of high school, I went to a drama camp. I met my roommate; I’ll call him Richie McSheltered III. He was a nice kid, really. But he was completely and utterly clueless about how money worked and how much of it he and his family really had….

On our first night in the dorms, we were each lying in our twin beds and doing some “get to know you” small-talk. He mentioned that his father had just gotten a brand new car, so he was probably going to take the “old” one. But he wasn’t sure he wanted it. Why not?

Well, Daddy had bought a brand new Mercedes, and he didn’t think it was fair that he was expected to drive around in a one-year-old Mercedes. Reddit User: del

You Can Afford That, Right?


A really rich girl once tried working a regular-person retail job and quit within a couple of weeks, as it “just wasn’t right and I didn’t like it” (she had actual responsibilities for the first time). She had moved cross-country for an 8-month education course, where her parents paid for food, rent, and school….

They also gave her a debit card which replenishes up to $500 when it hits $50…but she would still post snaps (on Snapchat) and stories (on Instagram) with captions of “that broke person life” over pictures of her getting Starbucks every day; she then insisted she could survive on her own….

She would constantly suggest the most expensive options for meals, activities, etc. and tacked on things like “we can just split the bill, it’s just [amount at least $50]; you’ll be fine, right?” Reddit User: toilandbubble

Living Arrangements

Photo: Creative Commons/greyglass

A friend of mine inherited a lot of money: enough to buy a house. But he spent it on two cars. A Subaru completely modded to Ken Block’s version of it and some BMW, both extremely expensive. We asked him a few months later why he didn’t buy a house with it because he still lived with his parents….

So he told us that he already owned a penthouse, he just didn’t want to move yet. The nerve of this man! Reddit User: Arukaone

Pay Upfront

Photo: Creative Commons/anythingbutordinaryinsf

I knew this one guy at my college who didn’t understand why everybody was so worked up about student loans. I remember him saying something along the lines of “why don’t people just pay the tuition upfront?” He made this comment in public and got the dirtiest looks from people who had heard.

But even though he was in his late teens, it wasn’t really his fault; his super rich parents sheltered him to the point where he thought everyone who could attend university could pay for it in full. Reddit User: JimmyTheOtherCat

Spoiled Rotten

Photo: Wikimedia Commons

I went to high school with this insufferably spoiled and ridiculously rich kid. His family had a couch in their home’s elevator; that’s how much freaking money they had. Not to mention the den of classical European sculptures they had collected (this was in the U.S.), which he would not stop talking about.

The kid talked down to/about the less fortunate on a regular basis. He once made fun of me for picking a coin up off the ground. Reddit User: ProbablyDrDre

Real Estate vs. Rehab

Photo: Creative Commons/official_powerset

My brother works at a rehab center for the kids of wealthy parents. He’s always got stories, but the one that sticks with me the most was a kid who was in trouble with the law and doing rehab before his court appearances. You know, to look like a better person and hopefully the judge would go easier on him….

He was mopey one day, and my brother asks him what’s wrong. The kid starts talking about how tough the whole experience has been for him, how it’s been so hard on his family that his parents had to sell his house to pay for his rehab (even though this was his 3rd stint)….

My brother felt sympathetic and said, “That sucks that your parents had to sell their house over this,” to which the kid corrected him, “No, they kept their house. They had to sell mine.” Reddit User: Anagoth9

When In Mexico…

Photo: Creative Commons/gamp

I went to a destination wedding at a Mexico resort. Some rich kids rented a golf cart, tore through the hotel grounds and the streets, and flipped the cart (injuring people and causing a huge commotion and traffic jam). A Mexican lady comes out and begins to scold them for their behavior….

“You wouldn’t act this way at home!” The rich kid responds, “I promise you, we do.” It was the earnestness of his reply that got me. Reddit User: thecrusadeswereahoax

A Good Parking Spot

Photo: Creative Commons/sdbrown

The high school my husband went to had limited parking for students, so there was a lottery every year to see which seniors would get parking spaces and could drive to school. There was a story in the paper about how families were buying up houses near the school so their kids would have a place to park when they drove to school.

They weren’t living in these houses, mind you, they were just buying them so their kids could park in the driveways. Reddit User: awhq

Bonding Experience

Photo: Max Pixel

One of the most selfish, spoiled, and downright rude girls from my high school got breast implants for her 18th birthday. Yes, that’s right! And that’s not even the worst part! Her mom joined her as a mother/daughter bonding activity; I’m not sure who went first, though. And that wasn’t even the end of the presents she received….

It was followed by the daughter getting a brand new $90,000 Mercedes as a high school graduation gift. Way to raise a young woman. Reddit User: Bammerice

It Has The Wrong Layout!

Photo: Creative Commons/osde8info

In high school I had an acquaintance (classmate) — we’ll call her ‘S’ — that I sometimes hung out with. Her family was one of the first to ever get a DVD player (this is the early 1990s), and I was amazed that it was hooked up to a projector that could display movies on a screen at least 10 feet wide….

That summer, her parents took over another company and decided to build a new house on the edge of town. I hadn’t seen S in a while, and she invited me over one day. When I got to the new house, it was a huge mansion! Inside it was like a Mexican standoff. S was standing in the large kitchen, hands on hips, staring down her parents and demanding they “change the layout!”

Apparently, the design for the house needed to be changed because her new bathroom was on the wrong side of the sitting room, and the sitting room also had to be made bigger than her sister’s bathroom and sitting room. Reddit User: 7upcurly

Freshwater Showers

Photo: Creative Commons/bryan.dickson

I was an RA in college. One of my residents was a rich freshman from Rhode Island. He lives on an island and takes a ferry into town. Anyways, his first week, he asked if there was fresh water available in the shower. I didn’t understand what he meant, but apparently he didn’t like showering with city water and didn’t realize it was everywhere he went.

I was so shocked and didn’t know what to say that I suggested he use water bottles. Yeah, he didn’t last long. Reddit User: elsani

Boarding School Problems

Photo: Creative Commons/mira66

When I was in boarding school, one of my co-boarders handed me some mail saying, “Do you notice anything special about this envelope?” When I checked it out, I realized his face was on the stamp. He was royalty. But there are even crazier stories, since my classmates were all incredibly rich.

A kid from Taiwan also attending the same boarding school had an advent calendar with a remote control car, Sega Game Gear, etc. Another teenager (16) argued on the phone to his grandfather that he didn’t want a Porsche, he wanted a Ferrari. Reddit User: gentlefury

Where Is The Maid?

Photo: Creative Commons/aeviin

I worked at a Starbucks, and we hired a new guy, who I was training. At one point, I had to show him how to clean the restrooms. I grabbed the bleach and handed him a pair of gloves, and he looked at me in disgust and said, “We don’t have a maid to clean the bathrooms?”

He was apparently told to get a job by his folks or they would cut off his ridiculous weekly allowance. He thought Starbucks would be the easiest. He quit the next day. Reddit User: sholbyy