From whirlwind weddings to headline-grabbing breakups, the love lives of the Kardashians and Jenners have been as much a part of their empire as beauty brands and reality TV. Let’s break down some of their most iconic—and most chaotic—relationships.
The iconic romances that defined an era
Kim and Kanye
At the top of the “iconic” list has to be Kim Kardashian and Kanye West. For nearly a decade, KimYe dominated the cultural landscape, redefining what a power couple could look like. From their jaw-dropping wedding in Italy to their over-the-top fashion moments, the two became more than just a couple—they were a brand. Even though their marriage ended, their influence as a duo still lingers.
Kourtney Kardashian and Travis Barker
Another relationship that leans toward iconic is Kourtney Kardashian and Travis Barker. What started as a friendship turned into a whirlwind romance that had fans hooked from the very first PDA-filled Instagram post. Their Vegas wedding antics and gothic-glam ceremony in Italy became instant pop culture highlights, proving that Kourtney found her rockstar match.
Kylie Jenner and Travis Scott
Kylie Jenner’s relationship with Travis Scott also makes the cut. Beyond the ups and downs, the couple captured fans with the birth of Stormi and their ability to keep major life events—like Kylie’s entire pregnancy—under wraps until the reveal practically broke the internet.
The chaotic rollercoasters we can’t look away from
Of course, no Kardashian–Jenner love story is complete without chaos. Khloé Kardashian and Tristan Thompson’s relationship has been the definition of a rollercoaster, filled with cheating scandals, reconciliations, and co-parenting headlines. While it’s been painful at times, Khloé’s resilience has made her journey one fans continue to root for—even when the drama feels never-ending.
Kris Jenner and Caitlin (formerly Bruce) Jenner
Kris Jenner’s relationships also deserve a mention. From her high-profile marriage to Caitlyn Jenner (formerly Bruce) to her long-standing romance with Corey Gamble, Kris has shown she’s just as capable of sparking intrigue as her daughters. Her ability to keep her love life both private and fascinating is a testament to her “momager” skills.
Kendall Jenner
And let’s not forget Kendall Jenner’s quieter but still headline-worthy dating history. From NBA stars to musicians, Kendall tends to keep things low-key, but the speculation surrounding her relationships keeps fans guessing.
From power couples to public heartbreaks, the Kardashian–Jenner family has redefined what it means to live—and love—in the spotlight. Their romances may be messy, iconic, or downright chaotic, but one thing’s for sure: we’ll always be watching.