50 Most iconic Keeping Up With the Kardashians moments

SANTA MONICA, CALIFORNIA - NOVEMBER 10: (L-R) Kris Jenner, Kourtney Kardashian, Khloé Kardashian and Kim Kardashian attend`Kim Kardashian the 2019 E! People's Choice Awards at Barker Hangar on November 10, 2019 in Santa Monica, California. (Photo by Frazer Harrison/Getty Images)
SANTA MONICA, CALIFORNIA - NOVEMBER 10: (L-R) Kris Jenner, Kourtney Kardashian, Khloé Kardashian and Kim Kardashian attend`Kim Kardashian the 2019 E! People's Choice Awards at Barker Hangar on November 10, 2019 in Santa Monica, California. (Photo by Frazer Harrison/Getty Images)
5 of 10

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.”