10 Major Kardashian Moments of 2019, from Kim's Legal Aspirations to the Jordyn Woods Scandal

Mar. 16, 2025

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Kim’s surprising new focus

Donald Trump and Kim Kardashian West.

Kim Kardashian white house

A source told PEOPLE that the reality star, who ismaking prison reform her main focusandspoke at the White Housein June, “realizes that some people are laughing at her, but shereally doesn’t care. She is focused that this is what she wants to do, and she’s going to do it, regardless of what people think.”

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Kylie’s ever-growing fortune

Kylie Jenner.Greg Swales

Kylie Jenner Cosmetics

In November, she announced that she hadsold 51 percent of the companyfor $600 million to beauty conglomerate Coty, though she and her team continue to lead all creative efforts of product development and communication initiatives.

03of 10Tristan Thompson’s second cheating scandalJamie McCarthy/Getty; George Pimentel/Getty; Mike Marsland/WireImageIn February, reports surfaced thatKhloé Kardashian’s boyfriendTristan Thompsonhad hooked up with Kylie’slongtime best friend,Jordyn Woods. Woods, 22, shared her side of the story in atell-all interview, claiming that Thompson, 28, kissed her at an afterparty after a long night of drinking. Though she denied having sex with him, she admitted that the next day, while she told Kylie and Khloé, 35, that she had been at his house, shedidn’t disclose what had happened between them.Khloé and Thompson, who were already on the rocks (he also allegedlycheated on herin 2018), ended up splittingfor good, though theycontinue to co-parenttheir 20-month-old daughterTrue.

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Tristan Thompson’s second cheating scandal

Jamie McCarthy/Getty; George Pimentel/Getty; Mike Marsland/WireImage

khloe-tristan-jordyn

In February, reports surfaced thatKhloé Kardashian’s boyfriendTristan Thompsonhad hooked up with Kylie’slongtime best friend,Jordyn Woods. Woods, 22, shared her side of the story in atell-all interview, claiming that Thompson, 28, kissed her at an afterparty after a long night of drinking. Though she denied having sex with him, she admitted that the next day, while she told Kylie and Khloé, 35, that she had been at his house, shedidn’t disclose what had happened between them.

Khloé and Thompson, who were already on the rocks (he also allegedlycheated on herin 2018), ended up splittingfor good, though theycontinue to co-parenttheir 20-month-old daughterTrue.

04of 10The bestie breakup no one saw comingJordyn Woods (left) and Kylie Jenner.Splash NewsKhloé and Thompson’s split wasn’t the only fallout from the cheating scandal: Woods had tomove out of Kylie’s houseas their friendship fell apart. The former besties, once inseparable, are mostly estranged these days. In July, Kyliefinally unfollowed Woods on Instagram.“Kyliehas her circle of friends nowthat she is happy with,” a source told PEOPLE at the time. “She wants to live as drama-free as possible. She just doesn’t need Jordyn in her life. Unfollowing her on Instagram was kind ofthe last step to break away.”

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The bestie breakup no one saw coming

Jordyn Woods (left) and Kylie Jenner.Splash News

Kylie Jenner joins BFF Jordyn Woods for their make-up collaboration launch in Los Angeles, CA

Khloé and Thompson’s split wasn’t the only fallout from the cheating scandal: Woods had tomove out of Kylie’s houseas their friendship fell apart. The former besties, once inseparable, are mostly estranged these days. In July, Kyliefinally unfollowed Woods on Instagram.

“Kyliehas her circle of friends nowthat she is happy with,” a source told PEOPLE at the time. “She wants to live as drama-free as possible. She just doesn’t need Jordyn in her life. Unfollowing her on Instagram was kind ofthe last step to break away.”

05of 10Sofia Richie’s new roleKylie Jenner and Sofia Richie.Sofia Richie/InstagramAfter Kylie cut ties with Woods, she rekindled her friendship withSofia Richie,Scott Disick’s girlfriend. Though Richie, 21,went through a rough patchwith the famous family after she started datingKourtney Kardashian’s ex in 2017, they have sincewarmed up to the relationship.“Sofia has been nothing but supportive about the Jordyn drama,” a source told PEOPLE this summer after Richie joined Kylie ona group trip to Turks and Caicos. “She seems like a very loyal friend to Kylie and Kylie appreciates that.”

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Sofia Richie’s new role

Kylie Jenner and Sofia Richie.Sofia Richie/Instagram

Kylie Jenner and Sofia Richie

After Kylie cut ties with Woods, she rekindled her friendship withSofia Richie,Scott Disick’s girlfriend. Though Richie, 21,went through a rough patchwith the famous family after she started datingKourtney Kardashian’s ex in 2017, they have sincewarmed up to the relationship.

“Sofia has been nothing but supportive about the Jordyn drama,” a source told PEOPLE this summer after Richie joined Kylie ona group trip to Turks and Caicos. “She seems like a very loyal friend to Kylie and Kylie appreciates that.”

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Kimye’s blossoming family

Kim Kardashian West/Instagram

Kim Kardashian, Kanye West

The couple alsopurchased property in Wyomingthis year, and in the September cover story forVogue Arabia, Kim said that 10 years from now, she sees her family living a much more low-key life: “I see us living on a ranch in Wyoming, occasionally going to Palm Springs and our home in Los Angeles — and becoming a lawyer. I would probably do it from there and fly into D.C., N.Y., and L.A.”

07of 10Kourtney’s milestone birthdayJared Siskin/amfAR/GettyOn April 18,Kourtney Kardashiancelebrated the big 4-0 with alavish, star-studded partyat home. A source told PEOPLE at the time that the mother of three was"excited about turning 40 and what’s to come.“And, after years of ups and downs, she and her ex Disick had managed to put their drama “behind them,” the source added.“She’s been through a lot, personally, over the last decade and feels she’s come out stronger and happier,” said the source. “She feels great about many things that she has accomplished so far. She’s very excited about[her lifestyle website] Poosh. She has a small team that helps out, but she’s putting in many hours making sure her site is fun, educational and features brands that she loves.”

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Kourtney’s milestone birthday

Jared Siskin/amfAR/Getty

Kourtney Kardashian

On April 18,Kourtney Kardashiancelebrated the big 4-0 with alavish, star-studded partyat home. A source told PEOPLE at the time that the mother of three was"excited about turning 40 and what’s to come.“And, after years of ups and downs, she and her ex Disick had managed to put their drama “behind them,” the source added.

“She’s been through a lot, personally, over the last decade and feels she’s come out stronger and happier,” said the source. “She feels great about many things that she has accomplished so far. She’s very excited about[her lifestyle website] Poosh. She has a small team that helps out, but she’s putting in many hours making sure her site is fun, educational and features brands that she loves.”

08of 10Rob’s reemergenceKylie Jenner/ InstagramRob Kardashian, 32, has struggled withweight gain and depressionin recent years,retreating almost entirely from the spotlight. But in June, he revealed on Twitter that he wasback in the gym, and a few months later, he showed off his slimmed-down figure whilecelebrating Halloweenwith his family.Much to everyone’s surprise, he alsodecided to attendsisterKendall Jenner’sHalloween/birthday bash, marking his first public appearance in about a year, which Kendall, 24,called the “best bday present ever.”

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Rob’s reemergence

Kylie Jenner/ Instagram

Rob Krdashian , Kendall Jenner and Kylie Jenner

Rob Kardashian, 32, has struggled withweight gain and depressionin recent years,retreating almost entirely from the spotlight. But in June, he revealed on Twitter that he wasback in the gym, and a few months later, he showed off his slimmed-down figure whilecelebrating Halloweenwith his family.

Much to everyone’s surprise, he alsodecided to attendsisterKendall Jenner’sHalloween/birthday bash, marking his first public appearance in about a year, which Kendall, 24,called the “best bday present ever.”

09of 10Kylie’s newly single statusTravis Scott, Stormi Webster, Kylie Jenner.Tommaso Boddi/Getty ImagesPEOPLE confirmed in October that Kylie andTravis Scott, 28, had decided totake a break from their relationshipafter over two years together. Kyliepublicly confirmed the newsa few days later, tweeting, “Travis and I are on great terms. Our main focus right now isStormi. Our friendship and our daughter is priority.“The two have continued to spend time together as they co-parent their daughter, evencelebrating Thanksgiving with her family. “Kylie and Travis are good,” a source told PEOPLE at the time. “They’re not officially back together, but you can tell that they still love each other.“PEOPLE also confirmed in November that Kylie had been"hanging out” with rapper Drake, 33. (A rep for Kylie denied this, and Drake’s rep had no comment.)

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Kylie’s newly single status

Travis Scott, Stormi Webster, Kylie Jenner.Tommaso Boddi/Getty Images

Travis Scott and Kylie Jenner

PEOPLE confirmed in October that Kylie andTravis Scott, 28, had decided totake a break from their relationshipafter over two years together. Kyliepublicly confirmed the newsa few days later, tweeting, “Travis and I are on great terms. Our main focus right now isStormi. Our friendship and our daughter is priority.”

The two have continued to spend time together as they co-parent their daughter, evencelebrating Thanksgiving with her family. “Kylie and Travis are good,” a source told PEOPLE at the time. “They’re not officially back together, but you can tell that they still love each other.”

PEOPLE also confirmed in November that Kylie had been"hanging out” with rapper Drake, 33. (A rep for Kylie denied this, and Drake’s rep had no comment.)

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Caitlyn Jenner ‘I’m a Celebrity… Get Me Out of Here!’ TV Show, Series 19, Australia

On the show, Caitlyn, 70, made headlines while discussing everything fromher transitionto herrelationship with Khloéto her daughter Kylie’sstaggering security costs.

source: people.com