50 Most Iconic 'Keeping Up With the Kardashians' Moments

The Business Of Fashion Celebrates Special Print Edition On 'The Age Of Influence' In NYC
The Business Of Fashion Celebrates Special Print Edition On 'The Age Of Influence' In NYC /

With Keeping Up With the Kardashians now on its seventeenth season, you can only imagine the amount of hilarious, heartbreaking, and even straight-up weird moments fans have seen over the years. From Kendall and Kylie Jenner being just children when the series began in 2007, to the explosive relationships for Kourtney, Kim, and Khloé Kardashian, there hasn't been a shortage of drama yet.

We're now breaking down the 50 most iconic moments from the long-running series.

1. Kim and Kanye's Wedding

Taking the cake as arguably the most beautiful celebrity wedding ever, the Season 9 "Kim's Journey to the Altar" shows Kim and Kanye West getting married in a surprise move to Italy, after it was already planned for France. The couple's closest loved ones are all in attendance for a ceremony that even includes Lana Del Rey performing.

2. Kylie Hides Her Pregnancy

Kylie Jenner and Stormi Webster
Kylie Jenner and Stormi Webster /

Kylie's pregnancy was basically the best kept secret in the modern age, which was probably especially difficult considering KUWTK is filming all the time. So instead of taking any chances, the makeup mogul barely appeared in Season 14 of the show, and in the season finale, "The Gender Reveal," she comes out and debuts her baby bump. The episode aired about a month after she gave birth.

3. Kim Wants to Replace Kris

The start of KUWTK is all about Kim's rise to superstardom, which means a whole lot of meetings and bookings planned by her manager, Kris Jenner. In the Season 1 episode "Managing Mom," Kim seriously considers replacing her mom when Kris takes on too many responsibilities and ignores her daughter. However, after taking meetings in Kris' home, Kim ultimately decides she doesn't want a new manager. But this doesn't stop the mom-of-six from totally freaking out when she finds out what Kim did.

4. Kim and Kris' Wedding

Though it might not have been as beautiful as her big day with Kanye, Kim's wedding to Kris Humphries was just as extravagant. The televised special, "Kim's Fairytale Wedding: A Kardashian Event," shows the star-studded event that seemed sweet but wasn't meant to last. As fans will remember, the two were only married for 72 days before they filed for divorce.

5. Khloé and Lamar's Wedding

Khloé absolutely shocks her family and viewers in the Season 4 premiere, "The Wedding," by revealing she had been dating Lamar Odom and they were getting married. The pair wed just about a month after getting together.

6. Kourtney and Scott Split for Good

After years of on-and-off dating, suspected infidelities, and dangerously drunken nights for Scott Disick, Kourtney finally decides to split from her baby daddy for good in the Season 10 finale, "The Last Straw." The episode sees the family discovering photos of Scott in France cuddling up to another woman, which Kourt understandably can't get past.

7. Kim Returns to Paris After Robbery

Kanye West and Kim Kardashian at Paris Fashion Week 2019
Kanye West and Kim Kardashian at Paris Fashion Week 2019 /

Almost two years after Kim was robbed in her Paris, France hotel, the reality star decided it was time to make her return. Although extremely hesitant at first, Kanye convinced her to go to Virgil Abloh's Louis Vuitton fashion show "for the culture." The star-studded event seemed certainly worth it, as shown in the Season 15 episode "Stacking the Deck," especially considering 'Ye and Virgil are such close friends.

8. Kim Loses Her Earring in the Ocean

One of the most iconic quotes from KUWTK comes earlier on in the series in the Season 6 episode "Trouble in Paradise," when Kim loses her $75,000 diamond earring in the ocean. The reality star is visibly upset, crying and panicking, before Kourtney tells her, "Kim, there's people who are dying." Thankfully, Kendall and Kylie are able to find it quickly.

9. Kendall's Pepsi Commercial

Many people who aren't fans of the Kardashians cite the infamous Pepsi commercial as one reason why, referring to the tone-deaf ad Kendall did involving the Black Lives Matter movement. In the Season 14 premiere "Cleveland Show," Kendall breaks down as she apologizes for the commercial, which had promptly been removed after facing extensive backlash.

10. Kanye Proposes to Kim

It's the moment Kanye proved himself to be the biggest romantic ever. In the Season 9 episodes "A Surprise Engagement" Pt. 1 and Pt. 2, the rapper enlists all of Kim's closest friends and family members for a birthday surprise. With everyone gathered at AT&T Park in San Francisco, 'Ye pops the question with KUWTK cameras present.

11. Kim Takes Selfies on the Way to Jail

Season 3 opens up with the episode "Free Khloé," which sees the ladies having to drive KoKo to jail after she got a DUI. But the funny part of it all is that when Kim, Kourtney, Khloé, and Kris are on the way, Kim gets busted for taking selfies. This is when the iconic line from Kris is born: "Kim, would you stop taking pictures of yourself? Your sister's going to jail!"

12. Kim Takes Kendall to New York City to Model

After Kendall expresses an interest in modelling, big sis Kim decides to bring her across the country to New York City to see if she can score any gigs. The Season 6 episode "Kim Becomes a Stage Mom" goes exactly how the title sounds. Although Kendall is excited in the beginning, she soon feels pressured by Kim and isn't as thrilled about the idea anymore.

13. Tristan is Caught Cheating

Arguably the biggest bit of drama to ever go down in the Kardashian-Jenner clan was Tristan Thompson cheating on Khloé, just days before she gave birth to their child. The Season 15 episode "The Betrayal" shows how the sisters find out about the infidelity, as they all try to put together the pieces and prepare for KoKo to have her baby.

14. Kim and Kanye's Feud With Taylor Swift

What's a good reality show without a few feuds? The Season 12 episode "Got MILF?" shows Kim struggling with the way Kanye is being portrayed in the media after his beef with Taylor Swift over the infamous song "Famous." She discusses her frustration with Kris and with Kourtney, soon after she defends her husband in a GQ feature that goes viral. And then we all know what happened next off camera: Kim decided to take matters into her own hands and posted a phone call between Kanye and Taylor on Snapchat to try and prove his innocence.

15. Rob and Chyna Get Engaged and Pregnant

Blac Chyna and Rob Kardashian
Blac Chyna and Rob Kardashian /

As we all know Rob Kardashian likes to keep things extremely low-key, it doesn't come too much of a shock looking back that he kept his engagement to Blac Chyna a secret from his family. And in the Season 12 episode "Oh Baby!," Rob drops a bombshell when after being confronted by his sisters about the engagement, he also tells them that Chyna is pregnant.

16. Kris Proposes to Kim

After getting the approval to propose to Kim, Kris seemingly gets cold feet for a moment when the two get into a fight. However, the Season 6 episode "The Proposal" shows the former basketball player pulling through and popping the question to the reality star in her bedroom with rose petals. Cute, but obviously the relationship doesn't last long.

17. Kendall's Sweet 16

One episode later, the family have another reason to celebrate. Kendall and the gang party it up for her birthday in "Kendall's Sweet 16," complete with a performance from Tyga. A 14-year-old Kylie meets the "Rack City" rapper for the first time at the bash, which led to the two eventually dating a few years later.

18. Oprah's Interview

For one of their first major interviews, the Kardashians are visited by Oprah Winfrey in the Season 7 episode "Kardashian Therapy: Part 1." The members of the crew are interviewed together and one-on-one, getting some insane exposure in the media.

19. Kim and Kanye Start Dating

Kim Kardashian and Kanye West
Kim Kardashian and Kanye West /

After a couple silly relationships, Kim finally finds her forever man in Kanye. In the Season 7 episode "Sometimes You Need to Adjust: Part 2," Rob calls Kim and Kourtney to ask about the rapper's new song "Cold," in which one verse goes, "And I'll admit, I had fell in love with Kim / Around the same time she had fell in love with him." Though Kim remains coy on their relationship, she brings 'Ye along to New York with the crew for the grand opening of Scott's restaurant, marking the official start of their romance.

20. Tristan is Caught Cheating Again

As if Tristan cheating on Khloé the first time wasn't shocking enough, the family finds out in Season 16 episode "Treachery" that he was involved in an alleged kiss with Jordyn Woods, Kylie's then-best friend. The crew is understandably heartbroken over the news as they try and get all the info from Jordyn. Spoiler alert: She doesn't tell them much.

21. Kris Meets With Her Ex

One of the many times the ladies get angry with Kris is in the Season 7 episode "Parent Trap," when the momager decides to meet up with an old flame while married. After seeing her ex-boyfriend Todd Waterman, who she once cheated on Robert Kardashian with, Kris goes behind Caitlyn Jenner's back to see him. As you can imagine, it doesn't go over so well with her daughters.

22. Todd Kraines Prank is Revealed

After years of Scott, Kourtney and Khloé (along with the rest of the family, at times) pranking Kris by pretending to be Todd Kraines, they finally reveal the truth in the Season 8 episode "Kris's Mother-in-Law." Todd, if you're not familiar, is a friend of the family, and the momager would get extremely weirded out anytime "he" called her in a creepy voice. The real Todd shows up to Kris' home in the episode, and the gang hilariously explains the truth.

23. Kris Gets Allergic Reaction

One of the craziest moments of KUWTK history is when Kris gets a severe allergic reaction, causing her lips to blow up. In the Season 7 episode "The Dominican Republic: Part 2," the family is on vacation when the momager emerges with a swollen face. Thankfully it goes down pretty soon, making the whole thing hilarious in retrospect.

24. Kim Mediates Dinner With Jonathan and Simon

After Kim's BFFs Jonathan Cheban and Simon Huck get into a major feud, the reality star takes it upon herself to arrange a dinner between them to work things out...without either of them knowing the other would be there. The awkward night takes place during Kourtney & Kim Take Miami, as the two men beef it up all while Kourtney and Scott watch. Yeah, not Kim's best move, but instantly iconic.

25. Kim and Kourtney Fight Over Christmas Card

Arguably one of the worst fights the sisters get into is when Kim and Kourtney have a screaming match over trying to coordinate the family Christmas card. In the Season 15 premiere "Photo Shoot Dispute," things escalate so far that Kim memorably says about her older sister when she leaves the room, "she's the least exciting to look at."

26. Kendall and Kylie Record Pee Song for Kris

After Kendall and Kylie find it hilarious to post a video of their mom peeing to the internet, Kris understandably is super angry and embarrassed. But instead of a regular old apology, the sisters get creative and enlist friend Pia Mia, who happens to be a singer, to record a song about how it's normal to pee. The Season 6 episode "Some Moms Just Wanna Have Fun" shows the girls playing the song for Kris, and her ultimately forgiving them.

27. Kim Starts Law School

Kim Kardashian at the White House
Kim Kardashian at the White House /

It would be an understatement to say Kim has come a long way since finding fame, as especially documented in the Season 16 episode "Legally Brunette" when she announces she's going to become a lawyer. In one of her confessionals, she tells the camera, "I’m going to law school. It is a full commitment. I won’t have time for events, for favors, for friends, for literally anything for four years."

28. Scott Becomes a Lord

If you've ever wondered why Scott's nickname is "Lord Disick" (or simply "L.D." for short), it's because he literally goes to London, England and *kind of* becomes a lord on KUWTK. As shown in the Season 7 episode "The Royal Treatment," Scott gets knighted as Rob watches and laughs in the background. As far as how legitimate the title is, we're not sure.

29. Khloé Finds Out Gender of Baby

Fans will likely remember the moment Khloé finds out the gender of her baby in the Season 14 episode "The Gender Reveal," but not exactly because it's a heartfelt moment. When Kylie calls her with the news, KoKo is under the impression she's definitely having a boy. But when she finds out it's a girl, she is visibly disappointed. Awkward!

30. Camping With Adrienne's Parents

And speaking of awkward, one of the most uncomfortable episodes in KUWTK history has to be from Season 3, when Rob's girlfriend Adrienne Bailon and her parents go on a camping trip with the fam in "Meet the Kardashians." Despite Rob warning his sisters that Adrienne's parents are very conservative, that doesn't stop Khloé from talking about condoms and sex around the campfire.

31. Kim Discovers She Has Psoriasis

One of the most dramatic moments in Kim's life has to be when she discovers she has psoriasis. In the Season 6 episode "Kendall Goes on Birth Control," the reality star is alarmed when seeing red spots all over her legs. Kris soon tells her she must have the skin condition, and Kim freaks out thinking she'll never get a modeling job again.

32. Ariana Grande Makes Her KUWTK Debut

Ariana Grande
Ariana Grande /

Kris has a total fangirl moment in the Season 16 episode "Fire Escape," when she visits the set of Ariana Grande's "Thank U, Next" music video to prepare for her cameo. The 25-year-old pop singer is delighted the momager is there, and even remarks how happy she is to be making her KUWTK debut.

33. Kourtney is Told She and Scott Are Soulmates

After years of ups and downs, Kourtney and Scott finally learn how to co-parent together while not being in a relationship. But that doesn't mean they haven't questioned their future from time to time, as shown in the Season 16 episode "Soul(mate) Searching," when they're told by a healer in Bali that they're soulmates. "The guy was basically saying that in a past life that we were together and that we're soulmates," Kourt tells her sisters later on. "So, he was like, 'You have to decide if you want to be together or not be together.'"

34. Kim Finds a Woman in Scott's Bathroom

For some time after Scott and Kourtney split, their relationship is full of weird moments, especially when other romances are involved. For instance, after Kourt starts dating Younes Bendjima, Scott gets super jealous and begins seeing a bunch of different women. And when Kim catches one hiding in his bathroom while they're both in Dubai, she fully freaks out. The Season 13 episode "Guilt Trip" sees KKW yelling at the unidentified woman, calling her a "tramp," among other names.

35. Kris Gets Kylie a Pig

If you don't randomly hear Kylie saying "is that a chicken!?" at any given time of the day, you're not a true fan of the Kardashians. Technically this is a deleted scene, but if you know, you know. The hilarious line goes down when Kris calls Ky down to the foyer, as she's holding a baby pig in her arms. A confused Kylie comes walking down the stairs, trying to figure out what her mom has, and thus the iconic line is born.

36. Kim Goes on Date With Her Bodyguard

Pre-Kanye, Kim was fully in the dating scene on KUWTK. And in the Season 5 episode "The Bodyguard," she starts crushing on her Australian bodyguard Shengo. The pair flirt for a bit before ending one night with a kiss, but it's all over the next morning when Kim comes to her senses and tells him they should keep things professional.

37. Kim Accuses Jonathan of Leaking Her Information

Kim Kardashian and Jonathan Cheban
Kim Kardashian and Jonathan Cheban /

You can never be too careful with your private information when you're a super famous person, so when Kim suspects BFF Jonathan of leaking stuff, it turns into a whole mess. On Kourtney and Khloe Take the Hamptons, the duo is headed to the Jersey Shore when Kim, along with her sisters, smell something fishy about Jonathan. But when she confronts him, he's unsurprisingly hurt and embarrassed, assuring her he would never do such a thing.

38. Kris Gets a Pet Monkey

Throwing it back to one of the earlier episodes, Kim receives a monkey from her daughters after feeling lonely with them growing up. The Season 3 episode "Leaving the Nest" shows Kris dressing, feeding, and chasing around the monkey while realizing how much work taking care of her really is.

39. Kim and Her Assistant Steph Part Ways

After five years of being Kim's assistant, Stephanie Shepherd makes it clear to Kourtney that she's just not as fulfilled as she once was. And surprisingly, Kim is understanding and agrees it's time for their professional relationship to end. In the Season 14 episode "Trimester Trouble," Kim recalls to her friend Allison Statter what happened, explaining, ""I said, 'I love you a lot, like a sister, and this conversation is really hard for me to have. But I just think that you've outgrown your position here.'" Steph still hangs out with the family frequently.

40. Scott and Khloé Prank Kris Over Paintings

In the Season 15 episode "The Art of the Prank," Khloé is upset with her mom when she art-shames her. So when KoKo informs Scott of what's going on, they naturally come up with a prank to get back at the momager. The pair decide to make their own paintings and convince Kris that they're by a famous artist. It fully works.

41. Kim Visits Orphanage and Wants to Adopt

Before Kim was a mom of four, she seriously considered adoption when visiting an orphanage in Thailand. The Season 9 episode "A Thailand Vacation: Part 3" follows the reality star as she gets super attached to a young girl named Pink. "I literally cannot stop thinking about her," Kim tells her family later on. After finding out she can't adopt her, she opts for sending the children at the orphanage gifts instead.

42. Khloé Hires Mime to Hang With Kris

Mime Pierre and Khloé Kardashian
Mime Pierre and Khloé Kardashian /

We all know that the devil works hard but Kris Jenner works harder, however that doesn't stop her from cutting loose and enjoying a vodka from time to time. So when the momager is seriously stressed and can't stop working in the Season 14 episode "Mime Over Matter," Khloé gets creative to help: She sends a mime named Pierre over to Kris' to force her to lighten up.

43. Celebrity Family Feud

Though the Kardashians had already played Family Feud years ago, the gang get their redemption in the Season 15 episode "The Family Feud." Though some of the family members are less thrilled about the opportunity than others, Kim manages to make two solid teams: the Kardashians and the Wests, even enlisting grandma MJ to play.

44. Kim Becomes Obsessed With Wigs

Post-breakups are a strange time. Just ask Kim, who started wearing wigs just about every minute of the day shortly after her split from Kris. The Season 7 episode "Everybody's Wigging Out" shows the reality star freaking out her family as she steps out in different wigs on multiple occasions without much explanation.

45. Khloé's Complex Photoshoot

After Khloé gets into amazing shape and finally feels comfortable with her body, her sisters decide that she needs to do something to celebrate. And what better than a sexy photoshoot? In the Season 11 premiere "That Was Then This Is Now," Kim convinces KoKo to strip down for the cover of Complex, which she does after a little hesitation. And she absolutely kills it!

46. Khloé Gets North a Hamster

PSA: Don't get a child a pet if they're not your kid. Khloé learns this the hard way in the Season 16 episode "Pet Peeve," when she takes North for the day and ends up buying her a hamster. Kim is not happy about this in the slightest, especially when the hamster dies and she has to scramble to figure out how to tell her daughter.

47. Kim Judges Khloé and Kourtney's Japan Outfits

Kourtney, Kim, and Khloé Kardashian in Japan 2018
Kourtney, Kim, and Khloé Kardashian in Japan 2018 /

Fashion is a serious thing for the Kims and Kanyes of the world, and sometimes, Kim's sisters just don't get it. This is evident in the Season 15 episode "The Kardashians Take Japan," when KKW is seriously unimpressed with Kourtney and Khloé's wardrobe choices. And it turns into a whole thing. "I can’t even eat dinner because I’m so disgusted with my sisters’ crazy outfits that completely don’t go with my look," Kim says in a confessional. "Like, I can’t take it."

48. Kim Switches Dogs With Kourtney

Any fan of Kim's knows that she's not exactly the biggest fan of dogs, especially when they bark a lot. So in the Season 14 episode "Close To Home," she takes it upon herself to try and pull a trick on Kourtney by switching North and Penelope's puppies. As Penelope's is not a barker, Kourt realizes pretty quickly she has the wrong dog, but Kim isn't willing to give up the fight that quickly.

49. Tristan Blocks Kim on Instagram

After Tristan cheated on Khloé (the first time), you can only imagine how angry her family was. But things escalate in the Season 15 episode "Vegas, Baby!," when Kim discovers the NBA player blocked her on Instagram. Of course, she freaks out. Ouch.

50. Kim Takes Over the Christmas Party

Khloé Kardashian, True Thompson, and Kim Kardashian at Christmas 2018
Khloé Kardashian, True Thompson, and Kim Kardashian at Christmas 2018 /

One of the many family traditions the Kardashians have is the annual Christmas Eve party, but this past holiday season changed something major about it. As shown in the Season 16 episode "Christmas Chaos," Kim decides she and Kanye should throw the bash instead of Kris, who had been the host since the sisters were kids. It's an emotional moment when Kris realizes she's no longer on party duty, but the night turns out to be an amazing success.