Keeping Up with the Kardashian has been on the air since 2007. Currently, the show is in its seventeenth season and is stronger than ever. Viewers can’t help but love keeping up with the dramatic lives of the Kardashian-Jenner siblings, including sisters Kourtney, Kim, Khloe, Kendall, and Kylie. Now that many of the siblings have kids of their own, we have a whole new generation of Kardashian-Jenner littles to keep tabs on. Needless to say, KUWTK has brought us tons of drama throughout the past twelve years. From run-ins with the law to petty family arguments to baby daddy drama, there’s never a dull moment in this family. We’re sure that some of the ridiculous moments are scripted and planned beforehand. But even knowing that, we’re still not able to turn our eyes away for KUWTK. Keep reading to see 20 of the most embarrassing things to ever happen on the show.
20 When Kris Put Viagra In Her Son’s Coffee
Kris definitely overstepped her boundaries as a mother when she slipped Viagra into her son Rob’s coffee during a 2009 episode. Rob had to seek medical help after he couldn’t, ahem, get things down. Kris later admitted the whole ordeal was her fault but that she’d originally intended the dangerous drink for her then-husband Caitlyn Jenner (then known as Bruce).
19 Kim & Her Hubby Had A Burping Competition
Kim clearly felt comfortable around her then-boyfriend Kris Humphries. An earlier episode of KUWTK showed the short-lived couple enjoying a romantic dinner date, which took a weird turn when they began a burping competition. Nowadays, we can never imagine Kim doing something like that with Kanye.
18 Kylie Couldn’t Figure Out The Laundry Machine
Shortly before Kylie moved out, her older sisters Kim and Khloe wanted to make sure she was ready for life on her own. One of their ‘tests’ was getting her to do a load of laundry… which she totally failed at. Viewers watched in disbelief as the youngest Kardashian-Jenner struggled to put a simple load in the wash.
17 Penelope Made Their Nanny Quit
In one of the most recent KUWTK episodes, Kourtney revealed the nanny had quit after her daughter Penelope scratcher her face. During the scene, Kim admitted that North has also been aggressive with the hired help and has even tried to fire their nannies. Kris told her daughter they had a serious problem on their hands if their kids are acting like that.
16 Kim Was Caught Picking Her Nose
In Season 15, Kim was clearly unaware the camera was already rolling when they got a clear shot of the mom-of-four picking her nose. But Kim isn’t the only one who’s been caught in this compromising position before. Her younger sister Kylie has also been seen picking at her nostril while on video.
15 Scott & Kourtney’s Balcony Rendezvous Was Interrupted
During an early episode of KUWTK, Kim went red when she walked in on her older sister Kourtney and her then-boyfriend Scott getting cozy. The couple was handsy while on the balcony, and though the show blurred out the majority of them, it was pretty clear what the two had been doing.
14 These Step Siblings Got Too Close For Comfort
The Kardashian kids have several stepsiblings through their former stepfather Caitlyn Jenner, including Brandon and Brody Jenner. But Brody once made a remark about Kim that hasn’t sat well with fans. During a 2014 KUWTK episode, while the family vacationed in Thailand, Brody walked in on Kim taking scantily-clad photos. The next morning at breakfast, Brody not only tells Kris he liked what he saw but that Brandon and Kim have kissed before. Yikes!
13 Kris Took Her Kids Grave Shopping
During one KUWTK episode, Kris became concerned with where the family would be buried when their time came. As such, she proceeded to take her kids shopping for matching graves to make sure they leave their mark on Earth in style. They even took a tour of a graveyard. Unsurprisingly, the Kardashian kids seemed weirded out by the whole thing.
12 When We Met Khloe’s 9-Day Fiancée
KUWTK cameras documented the entire whirlwind romance between Khloe and NBA star Lamar Odom. The pair met in August of 2009 and were married only a month later. In fact, the pair knew each other for a total of 21 days before Lamar popped the question. They then only waited 9 days before officially tying the knot.
11 Kim’s Had A Meltdown Over An Earring
Back when Kim was still married to Kris Humphries, the family took a trip to Bora Bora. But things went awry when Kim’s $75,000 diamond earrings came off while she was swimming. While the reality star was having a tantrum in front of cameras, her older sister Kourtney epically said, “Kim, there’s people that are dying,” which has since become a beloved meme online.
10 When Khloe Left In Handcuffs
It’s been over a decade since Khloe was arrested in 2007 over driving problems. Technically filming for KUWTK began months after Khloe’s actually arrest. So, the producers simply had the reality star re-enact the moment she was picked up. Her subsequent legal troubles were explored during the rest of the season.
9 Kris & Kim Took Pole Dancing Classes Together
There are just some things daughters aren’t meant to do with their mothers, and many people would agree that includes pole dancing classes. However, Kim and Kris broke taboo when they signed up for lessons together. A KUWTK episode showed the mother-daughter duo trying their best to master the art form.
8 Khloe Had Some Choice Words For Tristan
KUWTK fans are aware of just how much Tristan Thompson has put Khloe Kardashian through. During one recent episode, the reality star was seen going off on her baby daddy during a phone call where she referred to him as a ‘liar.’ After it aired, however, Khloe wrote via social media that she was embarrassed by herself.
“Why must we show my drunken rage from Palm Springs?” she wrote. “It makes me so uncomfortable and I cringe.”
7 The Time Kim Confronted Scott’s Lady Friend
Scott Disick -aka. Kourtney’s baby daddy- has gotten in trouble for inviting other women to family vacations before. During one episode, in particular, Kim went ham after discovering one of his lady friends in his Dubai hotel room. Kim had a variety of choice words for the girl before taking her wrath out on Scott himself.
6 Kris Wanted To Cut Bruce’s Hair
The Kardashians have been on bad terms with Caitlyn Jenner ever since she claimed Kris knew she wanted to transition but stopped her during their marriage. However, old KUWTK seems to support Cait’s claims. In one episode, for example, Kris and Caitlyn (then known as Bruce) got into a fight when she wanted to cut his long hair and he refused.
5 Kylie & Kendall Took A Turn On The Pole
Kylie and Kendall were exposed to a lot at young ages, including stripper poles. Fans were outraged when a scene showed the girls trying to create an exercise routine using the stripper pole in their mother’s bedroom. At one point, a then-9-year old Kylie tries to show off her dance moves, which she has since admitted was cringe-worthy at the time.
4 Kim Defended Kanye’s Controversial Words
In 2018, Kanye made headlines for claiming that slavery is a choice to TMZ. Kim decided to address the controversy in a KUWTK episode where she defended her husband’s actions, much to the disdain of fans.
"I always know what Kanye's intentions are and what he's trying to say," she told the cameras. "But I also know that they're gonna write a headline and people are gonna assume that's exactly what you said and what you meant."
3 The Time Kris Was Too Encouraging
Kris has been open about the difficulty of balancing being a mom and manager. She walked a fine line in season one of KUWTK when she had to be encouraging while Kim posed for Playboy. “You’re doing amazing, sweetie,” Kris famously said to her scantily clad daughter leaving fans both shocked and mesmerized.
2 Kendall Abandoned Her Dog At Her Mom’s House
Kendall was nowhere to be found when her new dog began causing massive problems at her mom Kris Jenner's house. Evidently, the pooch wasn’t properly potty-trained as it left its markings all over the matriarch’s mansion. Kris was all the more furious that Kendall wasn’t available to help clean up the mess.
1 Kim Threw Kris’ Phone Down A Flight Of Stairs
An earlier episode of KUWTK shows the family takes a spontaneous trip to Colorado. But when Kim felt the whole family was ganging up on her, she took matters into her own hand and took her mom Kris’ phone hostage. She proceeded to throw it down a flight of stairs before sitting back down beside her mom with a proud look on her face.
Sources: People, Nicki Swift, Cheat Sheet,