The day we’ve all been dreading has arrived, you guys. After 20 seasons and some of the most delicious drama the reality world has ever cooked up, the iconic Keeping Up With the Kardashians has come to an end. Many people across the globe have grown up with Kim, Kourtney, Khloe, Kris, and the rest of the gang, and saying goodbye to them will be difficult. But it’s not like they won’t be leaving behind a legacy, right?!
And it’s fair to say that their legacy will be a controversial one. After all, while these famous faces have shared their love, loss, laughter, and ugly crying faces with us over the years, they’ve made a few enemies at the same time. Yep, it seems as though you’re not a Kardashian-Jenner without being surrounded by scandals. But with 20 seasons’ worth of drama both on and off-screen, you’ve probably forgotten some of the juiciest. Luckily, we’ve remembered them for you…
When Scott Got up Close and Personal With Chloe Bartoli While Kourtney Stayed Home and Looked After the Kids
Ugh, the whole will-they-won’t-they with Scott and Kourtney is almost as bad as Ross and Rachel, but we can’t blame Kourtney for keeping Scott at an arm’s length considering their history. While it can be easy to get wrapped up in the fact that they’re the cutest couple ever (when they’re good), they’re also the most dramatic couple (when they’re bad). And this was proven in 2015 when the couple was technically “on” – but Scott seemed to miss the memo.
While Kourtney stayed in LA to look after Mason, Penelope, and Reign (who was just six months old at the time), Scott made his way to the South of France. His former flame, Chloe Bartoli, also happened to be there at the same time, and the pictures of them together weren’t exactly PG. From the cuddling on the pool loungers to the back tickles at dinner, these indiscretions were caught on camera for literally everyone to see. And Kourt wasn’t happy.
When Kim Organized a Huge Birthday Party on an Island in the Middle of a Worldwide Pandemic
Okay, we get it; the Kardashians just luuurve to throw a par-tay. And although we’re used to seeing their extravagance on Instagram and simply rolling our eyes at yet another balloon arch, fans couldn’t help but feel outraged in October 2020 when she decided to celebrate her 40th birthday on a private island in the middle of the ocean. She flew dozens of her friends and family out to party with her, and it didn’t go down well.
Considering the Covid-19 pandemic restricted people across the globe from seeing their families, and cost them their lives and jobs, Kim was slated online for broadcasting this “tone deaf” show of wealth. And many questioned whether it was really safe of her to plan such a party during such a time. But more than anything, we’re just sad that we weren’t invited to this birthday bash…
When Khloe’s Organizing Skills Went a Little Too Far and Upset Her Fans
You probably don’t need us to tell you that Khloe Kardashian is the most organized sister within the Kardashian-Jenner klan. You just need to look at her cookie jar to know that. And ever since her organized Oreos left fans reeling, Khloe has taken it upon herself to showcase her clean and tidy habits on social media for all of her fans to see. But many times she has used the term “KHLO-C-D” when referencing this strange hobby of hers.
Khloe first used the term “KHLO-C-D” back in 2015 when she realized that her tidying habits for a video series, but she’s received backlash from fans saying that she’s mocking a mental illness. One fan noted that “lol Khloe Kardashian capitalizing on people who have OCD by marketing her “KHLOCD” is disgusting and insensitive! Being organized or particular is NOT the same as having a literal Obsessive disorder.”
When Kendall and Kylie’s T-Shirt Line Only Really Brought Them Legal Threats
The Kardashian-Jenner’s certainly know how to make a buck. They’re some of the richest celebrities in the world and they’re constantly putting their fingers in new pies to add to their out-of-this-world net worths. But pie is good enough without extra fingers involved, right?! And it seems as though Kendall and Kylie Jenner realized this for themselves when they attempted to launch a T-shirt line.
The sisters used images of musical legends like Tupac Shakur, Notorious B.I.G, and even Kiss to create these new “vintage” designs (that sold for a whopping $125 each). But when Notorious B.I.G’s mother saw the T-shirts, she wasn’t a fan. She even noted that she was considering pressing charges. She wrote on Twitter that “The disrespect of these girls to not even reach out to me or anyone connected to the estate baffles me… This is disrespectful, disgusting, and exploitation at its worst!!!”
When Kim Kardashian Was Married Kris Humphries for All of 72 Days
First there was Damon Thomas (don’t worry, we don’t really know who he is either), and then there was Kanye West. But between all of that drama was a man who has since disappeared into oblivion. Yep, we’re talking about Kris Humphries. Much to everyone’s surprise, Kim first dated the NBA player back in 2010. Not even a year later they were engaged and married. And obviously, their wedding special was filmed exclusively for E! Duh.
But just a few weeks after the special made its way onto our screens, Kim had already filed for divorce from her husband. Their whole marriage lasted just 72 days, and many claimed that it was just a very over-the-top publicity stunt to keep the family in the limelight. Kim has denied these claims, and Kris himself has noted that “There’s definitely a lot about that world that is not entirely real. But our actual relationship was 100% real. When it was clear that it wasn’t working … what can I say? It sucked.”
When Billionaire Kim Kardashian Was Sued for Not Paying Her Staff or Treating Them Fairly
You know Kim Kardashian, don’t you? You know, the reality show legend whose net worth in April 2021 bumped up to $1 billion? You’re familiar, aren’t you? We thought so. Anyone who has watched the show or stalked Kim on Instagram will know that she has a whole team of staff who look after her. But in May 2021, seven former staff members came forward and served Kim with legal papers, stating that she had underpaid them.
According to Page Six, the lawsuit suggests that the reality star was not only “late with their pay” but that she also “refused to pay overtime.” But the allegations don’t end there. The former employees also noted that they were often forced to “work without meal breaks” and that 10% of their wages were held back for taxes but not actually sent to the government. Obviously, Kim refuted the claims but the lawsuit is still ongoing.
When Kendall Jenner’s Fyre Festival Promotion Went Down in Flames When the Event Was a Total Flop
The only thing almost as infamous as the Kardashian-Jenner family is the 2017 Fyre Festival. This event and the documentary surrounding it have spawned hilarious memes and will go down in history as the real-life Hunger Games. And while the organizers of this terrible event found themselves in the firing line when the festival didn’t deliver, Kendall Jenner also realized that life can sometimes be a beach (or a word that sounds very similar).
In the run-up to the event, Kendall Jenner and her model friends were paid to promote the festival. They took part in promotional videos and photos, and they tried to draw up ticket sales through their social media channels. When it was eventually decided in court that the festival was a fraudulent event, the trustee for the Fyre Festival bankruptcy sued Kendall and she ultimately settled for $90,000. Yikes.
When Tristan Thompson Was Caught With Other Girls When Khloe Was Just About to Give Birth to His Baby
Ahhh, it’s a Kardashian tale as old as time. As soon as we think a couple is on the right track and ready to live happily ever after, somebody comes and rocks the boat. And in April 2018 Tristan Thompson was doing the rocking – while his then-girlfriend, Khloe Kardashian, was nine months pregnant with little True. Let’s just say it was the ultimate hot mess.
While Khloe was gearing up to literally give birth, Tristan decided to paint the town red. Almost overnight, the internet was awash with photos and videos of Tristan getting up close and personal with many other women. In one video, it even looked as though he was kissing them. It made everyone feel very icky about the whole situation, but a source told Us Weekly that “None of his friends are surprised by this and they all know he cheats.”
When Kanye Made a Bid to Become the Next President of the United States
Come on; we couldn’t leave this out, could we? While Kanye West may not be an official Kardashian, he’s part of the extended family, and it was his whole family that felt the backlash of his 2020 presidential bid. The rapper and Yeezy designer officially announced that he would be running as an independent under the “Birthday Party” to become the next president of the United States – but he threw his wife under the bus during campaign rallies.
While speaking at his first campaign rally in South Carolina, Kanye made numerous claims about his wife and his children. He stated that Kim had almost chosen to end her pregnancy with North West, that Kim had tried to get him locked up, and that he had been trying to divorce her for two years! The drama instantly went viral, and due to Kim’s radio silence on social media, we can only assume that she was heartbroken. And we don’t blame her.
When Kim Dressed up as Aaliyah for Halloween and Fans Weren’t Too Happy About It
No matter how hard we try with our Halloween costumes, we just know that nothing will ever top Kim Kardashians’ costumes. Yep, this lady is the queen of scream and blows us away with her creative flair every single year. Well, most years, anyway. It’s fair to say that 2017 was a bit of a write-off, and lost the reality star a lot of followers.
That year, Kim decided to dress up as the late Aaliyah (AKA ” The Princess of R&B”). While her costume was spot-on in terms of her whole look, many thought the ensemble was “offensive”. Kim later issued an apology that read “I saw online that some people thought my costume was in poor taste and I am truly sorry if that offended anyone. We don’t see color in my home. We were paying homage to people and artists we love and respect — it’s that simple!”
When Rob Kardashian Entered Into a Social Media War Against His Baby Mama Blac Chyna
Once upon a time Rob Kardashian and Blac Chyna started dating… but then it all went downhill. The end. But seriously, the whole Rob and Blac Chyna relationship came out of the woodwork almost as quickly as the complaints about their relationship started trending on social media. And while they tried to prove to everyone they were perfect for each other, this didn’t last long.
In July 2017, shortly after the couple broke up, Rob decided to hit back at his baby mama by posting nude photos of her on both Instagram and Twitter. But that’s not all. He also accused Chyna of being unfaithful and even taking narcotics while they were together. It all got very messy, and Blac Chyna was forced to take out a temporary restraining order against Kris Jenner’s only son.
When Khloe Kardashian Worked a Little Too Hard to Remove a Real-Life Photo of Her From the Internet
We’ve lost count of the number of times the Kardashian-Jenners have been called out for Photoshop. From warped walls to elongated snail fingers (yep, you know the one we’re talking about), fans have come to learn that their photos rarely come without some kind of editing. But in April 2021, a photo of Khloe Kardashian in a bikini was accidentally “leaked” by an assistant.
This photo showed Khloe in a different light, as it showed the reality star without filters or Photoshop – and, to be honest, she looked incredible. However, Khloe didn’t seem to think the same, and her legal team worked hard behind the scenes to have the photo removed from the internet. This move upset fans, who thought the photo was the perfect opportunity to showcase her natural, unfiltered beauty. Instead, she wanted to hide it.
When Kylie Refused to Acknowledge Her Lip Fillers Until Years Later
When you look back at the Kardashian-Jenner’s over the course of their careers, you can see just how much their appearance has changed. But in Kylie Jenner’s case, her changing appearance has actually made her an almost-billionaire! When Kylie’s lips started to get bigger as she got older, she claimed for years that she just overlined her lips to make them look plumper. She didn’t fool any of us, though.
Eventually, in 2015 she finally admitted that her larger lips weren’t just the result of overlined lips and that she had actually had lip fillers. Her lies left many fans reeling, claiming that Kylie should have been upfront and honest instead of promoting unrealistic beauty standards. However, the lies didn’t exactly work against Kylie, as she later launched her own makeup line that’s one of the biggest in the world today…
When Kim Kardashian and Ray J’s Intimate Tape Was Leaked Online
When people ask “How did Kim Kardashian get famous?” the answers that come back are pretty varied. One answer is that her father was famous. Another answer is that she was Paris Hilton’s assistant. But more than anything, a lot of people know her for an infamous and intimate tape that leaked online in 2007. And Kim Kardashian and her then-boyfriend Ray J were the stars of the video… to their dismay.
This intimate tape was filmed back in 2002 but was leaked five years later by Vivid Entertainment. Kim took the company to court, but ultimately settled for $5 million – and she still allowed the company to continue releasing the tape. This move led many people to believe that the whole thing was just an elaborate publicity stunt to help with the release of their upcoming reality show; a little thing called Keeping Up with the Kardashians.
When Kendall Jenner Had Some Wise Words to Share About Her Privileged Modeling Experience
We’re not quite sure that Kendall Jenner is real. How can one person be so beautiful? But we guess that’s why she’s become one of the most famous supermodels of all time. And while she’s certainly talented, Kenny has come under fire over the years because of her privileged experience – which is very different from the experiences of other models.
During an interview with LOVE Magazine, Kendall noted that she was “super selective” about the jobs that she chooses and that she “was never one of those girls who would do like 30 shows a season or whatever the [expletive] those other girls do.” These remarks were deemed to be insulting by other models in the industry, who often had to work extra hard to even pay their rent.
When Kim Got Involved in the Drama Between Her Husband and Drake
We love a good scandal, and it seems as though Kim K does too – because she’s constantly in the midst of them. And over the years she’s been caught in the crossfire between Drake and Kanye West’s feud, which all stems from a song Drake released called “In My Feelings.” This song references a woman by the name of “KiKi” and it’s been suggested that the lyrics and the name drop hints towards an alleged affair between Drake and Kim.
Of course, Kanye has never been too happy about these rumors – which Kim has always denied – and he was even less happy in December 2018 when he realized that Drake was still following Kim on Instagram. Kanye descended on Twitter to let out his feelings, writing that “Imagine having a problem with somebody and they follow your wife on Instagram. Who’s [sic] bright idea was it to tell Drake to follow my wife on Instagram? This person is not [Drake’s] friend.”
When Kim, Kourtney, and Khloe Were Involved in a QuickTrim Lawsuit
The Kardashian-Jenners are no strangers to the ol’ #spon or #ad. In fact, these ladies get paid millions of dollars just to post a few Instagram photos about a product they’ve probably never heard of or used before – because it’s a hard life, right? And while these partnerships have helped to grow numerous brands over the years, the family has often been caught in legal crossfires.
In 2010, the Kardashians worked with a diet pill company by the name of QuickTrim. Their names and photos were used for promotional material, and they encouraged their fans to try out the product. But in 2012 the company was taken to court over the “misleading” results used within the marketing material, and Kim, Kourtney, and Khloe were all named in the legal papers. Thankfully for them, the case was eventually settled a year later.
When Caitlyn Put Herself in the Running to Become the Next Governor of California
Caitlyn Jenner has been associated with the Kardashian family even before Keeping Up with the Kardashians came onto our screens, and during that time, she’s certainly made headlines. After publicly coming out as a trans woman in 2015, all eyes were on Caitlyn to use her platform to aid LGBTQ+ issues and to establish real change. However, some of her comments haven’t gone down well – and neither has helped her campaign to become the next governor of California.
Caitlyn announced that she would be running in the 2021 California gubernatorial recall election, and fans were quick to question her motives, her experience, and her policies. Unfortunately, her belief that trans girls should not be allowed to compete in girl’s sports at school didn’t make her a popular choice – especially as she has previously competed in a women’s golf tournament where she was driving from the women’s tees.
When Lamar Odom Cheated on His Wife Khloe Multiple Times During Their Four-Year Marriage
If you’re an OG Kardashians fan, you’ll remember the days when Khloe and Lamar Odom were the cutest couple around. And while normally baby talk makes us feel a little nauseated, there was something about Khloe and Lamar’s baby talk that was quite adorable (but only slightly). And after tying the knot in 2009, we all thought Koko and Lammy were going to hit a home run. Or a three-pointer, if you will.
Unfortunately, their marriage broke down when Lamar began to struggle with substance abuse – and rumors began to swirl that Lamar was cheating on his wife with multiple women. Khloe eventually filed for divorce four years later, and in recent years Lamar has confirmed that the rumors were true. He told Us Weekly that “If there is one thing I regret when I was married, it was having multiple affairs with different women. That wasn’t the stand-up thing to do.”
When Kim Was Accused of Using Blackface in Promotional Photos for KKW Beauty
One of Kim Kardashian’s many business ventures is KKW Beauty – a cosmetics line that rivals her little sister Kylie’s company. But while we’d love to see these two battle it out for the best highlighter or the coolest eyeshadow shade, they actually seem pretty supportive of each other. And Kim has needed all of the support she could get over the years because she’s made quite a lot of people pret-tyyyyyyy mad…
When Kim launched the line in 2017, the first promotional shots were immediately called out by fans who claimed that the makeup mogul was sporting blackface in the photos. The picture on the right is actually the altered version of the photo, and the originals featured Kim with much darker skin. She later responded to the accusations stating that the situation had occurred due to bad contrast in the pictures.
When Kylie Jenner Disappeared Off the Face of the Planet for Months and Then Reappeared With a Baby
You probably don’t need us to tell you that Kylie Jenner is the queen of social media, right? She’s the kind of lady that has the smallest white lines at the top of her Instagram stories because she just loves to document her life and show off her seemingly perfect existence. Which is why it was so strange back in late 2017 she seemed to disappear off the face of the planet. And by the planet we mean Instagram.
Kylie stopped posting photos, she stopped posting stories, and she even stopped leaving the house. Fans wanted to know what on earth was going on, and they were also worried. The social media blackout caused a huge amount of controversy – but what caused even more controversy is when Kylie announced a few months later that she had welcomed little Stormi into the world! She has some seriously secretive friends.
When Kim Posted About a Designer Brand With Questionable Beliefs About Her Life
Oh, to be famous. These celebrities have so much money to their name, but it seems as though the real reason they stay so rich is because they get everything for free! And this is certainly the case for Kim Kardashian, who is constantly receiving freebies from some of the most famous designer brands in the world. Including Dolce & Gabbana, who sent her free goods back in January 2019.
In true Kim form, she posted about the freebies on her Instagram page – but it was quickly deleted. That’s because fans were eager to point out that the duo behind the brand, Stefano Gabbana and Domenico Dolce, have found themselves in hot water. Specifically in 2015 when they referred to IVF babies being “synthetic children” and “chemical offspring.” As Kim herself had Saint through IVF, her fans didn’t think this was very on-brand of her.
When Khloe’s “Face Transplant” Joke Left Many People Questioning Her Influence on Young People
We love Khloe Kardashian. Don’t tell the rest of the fam, but she’s actually our favorite. Which is why it’s been hard to see her go through such a tough time over the years. Often trolled for not looking like her sisters, Khloe has obviously struggled with her appearance over the years – and used filters to cover up her insecurities. And when these two photos went viral online, the Khloe debate continued.
These two photos showcase the photo that Khloe posted on Instagram (the left), and a photo of Khloe on the exact same day and in the same outfit for the show (on the right). The two look completely different, and after seeing comments about it, Khloe joked that she got “weekly face transplant[s].” This upset many fans who have previously praised Khloe for being open about her struggles, as they believe she’s not setting the best example for young people.
When Kim and Kanye Decided to Use Their Platform to Take Down Taylor Swift
Goodness gracious, it’s hard to keep up, isn’t it? Especially when Kim Kardashian, Kanye West, and Taylor Swift are involved. This dramatic ménage à trois has been ongoing since Kanye decided to gatecrash Taylor’s acceptance speech, and there’s been beef between them ever since. But things got really bad in 2016 when Kanye released his song “Famous” – which references Taylor Swift. Like, a lot.
According to Taylor Swift, Kanye West did not ask her for permission to be in his song in any way. But according to Kim and Kanye, she did. And they had the receipts to prove it. In a pop culture moment that was dubbed the #kimexposedtaylorparty, Kim Kardashian released a Snapchat video that seemed to show Taylor approving the lyrics. It was brutal.
When Kylie Jenner Became a Billionaire… and Then Wasn’t a Billionaire
Kylie Jenner has always been the talk of the town. But she became even more intriguing back in 2019 when Forbes stated that she had become the “youngest self-made billionaire” in the world. Of course, many eyebrows were raised about whether she was self-made considering she comes from a family of super-duper wealthy people, but even more eyebrows were raised when that same title was stripped from the makeup mogul just weeks later.
Yes, folks, when Forbes double-checked Kylie’s personal finances and the finances of Kylie Cosmetics, they found that her money situation was “significantly smaller than people have been led to believe.” It was noted that members of Kylie’s team had actually given false information about the company sales and supposedly even forged tax returns! Kylie later maintained that she was doing “perfectly fine” financially. Of course, you are, Kylie.
When Kendall Took Part in a Pepsi Commercial That Went Down Like a Lead Balloon
Oh, Kenny. She’s been burned by many brands over the years, and it seems as though she hasn’t quite learned who to trust and who not to just yet. And she was burned the most back in 2017 when the world was blessed (well, maybe not blessed) with one of the most cringe-worthy and knuckle-clenching commercials of all time. You guessed it; the Pepsi commercial.
This commercial showed Kendall singing and dancing with protestors, and she cured all of the world’s problems with just a can of Pepsi. And it’s not hard to understand why this commercial received immediate backlash to the point where it was taken down almost immediately. The brand later apologized to the model for including her in such a media circus, but the damage was already done.
When Kim Kardashian Tried to Take Credit for Creating a New Hairstyle That Has Been Around for Centuries
The Kardashian-Jenner klan changes their hairstyles about as often as we change our underwear, and while we admire their dedication to the hair cause we can’t help but think that it’s pretty exhausting. Especially because they don’t do their research before debuting a new ‘do. And when Kim introduced the world to her “boxer braids” back in 2016, the critics descended upon her like a moth to a flame.
Kim was all about these braids and made it seem as though she had invented the hairstyle – which, as you can imagine, left many people irate. Cultural critics couldn’t believe that Kim was claiming a hairstyle that had been around for centuries, and noted that they were not boxer braids, but were instead cornrows that were definitely not invented by any member of the Kardashian family.
When Khloe Learned That Kylie’s Best Friend Got a Little Too Close to Her Baby Daddy
It was love triangle to end all love triangles, y’all. Actually, it was more like a love square because in 2019 Kylie Jenner found herself caught in the crossfire between her best friend and her sister. This drama went down after it was reported that Tristan Thompson (Khloe’s baby daddy) had kissed Jordyn Woods at a party. Jordyn claimed that it was just a peck that meant nothing, but with Tristan’s history, Khloe was not happy.
As more people weighed in on the situation, questions began to arise as to whether more went down between Jordyn and Tristan. Khloe ended up shouting down the phone in a beefed-up episode of the show, and Kylie ultimately decided to cut Jordyn out of her life. However, it seems as though Khloe has since forgiven Tristan and is even going through the motions to have another baby with him through a surrogate.
When Kendall Jenner’s Tequila Brand Was Hit by Allegations of Cultural Appropriation
Kendall Jenner is arguably the quietest Kardashian-Jenner, but that doesn’t mean that she hasn’t inherited their business savvy minds. Over the years Kendall has invested and been involved in many brands, and in 2021 she released her very own line of Tequila called 818. However, almost as soon as she announced the news she was hit by criticism and controversy.
Many claimed that she was exploiting Mexican culture by producing her own tequila, and the promotional photos didn’t go down well either. One critic noted that her photos showcased a “huge misconception of the Mexican culture.” When Kendall posted the photo above on Instagram, she actually disabled the comments because there were so many coming her way.
When Kim Kardashian Was Caught in Between Fast Fashion and a Lawsuit
Kim Kardashian’s style is…unique. To say the least. She has the best designers on speed dial who fall over themselves to make her custom pieces – and in recent years, fast fashion brands have tried to cash in on the Kim K fame. Yep, brands like Missguided and Fashion Nova have been able to come up with replicas of Kim’s clothes just days after she wears them. And in some people’s eyes, it was a little too fast for their liking.
In fact, rumors began to fly in 2019 that Kim was secretly giving these fast fashion insiders a sneak peek into her designer closet and clothing choices before she would wear them. It’s been suggested that she gave them the heads-up so that they could get a headstart on the production process. But Kim later denied the rumors and eventually sent legal papers to Missguided for using her image to sell their clothes. Ouch.