After spending Christmas apart in 2021, Jenner and Booker reunited over the New Year’s weekend in a cozy cabin getaway. Jenner shared a carousel of photos from her holiday with her boyfriend. Jenner and Booker have kept their relationship mostly out of the limelight, but on December 9, 2021, the two stepped out for a rare public date night. Jenner and Booker matched in black and showed a little PDA while at Drake and Kanye West’s Free Larry Hoover Benefit Concert. Booker wrapped his arm around Jenner as they left the venue in photos taken by paparazzi. On the weekend of June 12, 2021, Booker and Jenner celebrated their one-year anniversary by sharing photos—complete with PDA—on Instagram.

September 7, 2022: Kendall Jenner and Devin Booker attend NBA event in L.A.

“Both have incredibly busy schedules right now with their careers, and they’ve decided to make that a priority,” an insider told People at the time. The pair first sparked rumors after they were spotted canoodling in an Instagram video, posted by Kendall’s big sis, Khloe Kardashian for July 4th. They reportedly split in 2019 with a source telling Page Six that the relationship simply “ran its course.” The attractive couple first sparked dating rumors in April after being spotted on a road trip to Sedona, Arizona. A month later, Kendall was photographed picking up Devin from the airport in Los Angeles.

Devin Booker-Kendall Jenner relationship timeline

“We were playing in the pool, and he just took it way too seriously—as did I, by the way,” she said of their water-basketball game. “I had the ball, and he was guarding me, and it was a whole thing. He actually ended up cutting my hand open a little bit with his nail because he took it a little too seriously.” Fortunately, Jenner said that she was on the mend.

Rihanna and Rocky started dating back in 2020, which has been how Rocky’s rebounded from Kendall. According to Revolt TV, Tyler recently bought a cake to celebrate Rocky’s relationship with Rihanna. Kendall hasn’t commented about Rocky and Tyler, but she doesn’t seem to bitter about them. An A-list celebrity since she was a child, Jenner told WSJ Magazine back in 2015 that she “grew up too fast” because of her reality show fame.

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Ben of course then went on to be Love Island UK host, Maya Jama’s boyfriend—until they split in 2022. Soon after they went Instagram official, with Kenny posting glimpses of Devin in her Carousels and Insta Stories. As mentioned, up until November 2022, Kendall Jenner was dating basketball pro, Devin Booker. The last few months have seen a number Brilic search without registering of the Kardashian brood go through breakups, from Kim Kardashian and Pete Davidson to Kylie Jenner’s split from Travis Scott—and most recently, Kendall and Devin. Mail newsletter to receive the latest news straight to your inbox. At last, it appeared the couple were admitting they had been in a relationship together at some point in the past.

Their break only lasted for a couple weeks and likely had to do with their busy schedules and inability to spend quality time together. That “no-strings-attached” vibe of their relationship seemed to be thrown out the window very quickly. By November 2020, the two began celebrating larger events together as a couple.

Most recently, Jenner has been “hanging out” with rapper Bad Bunny, with a source telling PEOPLE in February 2023, “She likes him and is having fun.” Kendall Jenner looked phenomenal at her famous family’s Easter celebration in Palm Springs on April 9. The 27-year-old model took to Instagram to show off her chic outfit, that being a Stella McCartney baby blue silk dress with no straps. She didn’t wear shoes for the impromptu photoshoot and accessorized her look with a pair of diamond stud earrings and black sunglasses.

Photos captured by TMZ showed Jenner wrapping her arm around the Puerto Rican singer to seemingly say goodbye, before leaning in for a kiss. The pair were also seen on a so-called double date with Justin and Hailey Bieber on 18 February. On Sunday 2 April, the 27-year-old model and the 28-year-old rapper were photographed riding horses at the Hidden Hills Equestrian Centre in California.

Both Devin Booker and Kendall Jenner have moved on with their life. Devin has his eye on the NBA title, especially after the Suns acquired Kevin Durant on a trade. Kendall, on the other hand, is focusing on her modeling career.

“Honestly, I’m enjoying life to the fullest, and that came off my tongue so easily because it wasn’t always this way, but I feel like I’m in a good place right now,” he told WSJ. As of Wednesday afternoon, they still follow each other on social media. You may think you know the Kardashians, but as Kris explains in her book, What’s in the Media and In Keeping up with the Kardashians is just the tip of the iceberg. In the Kris Jenner… and all the Kardashians, Kris reveals how she juggled six kids (not to mention four stepkids and numerous grandkids) while building a business for her family. The book also delves into Kris’ relationship with Nicole Brown Simpson before and after her husband, OJ Simpson, was accused of her murder.

She added to her height in a pair of pink heels while holding onto the 25-year-old basketball star’s shoulder after date night. This weekend, the Phoenix Suns player liked Instagram images that began with a nude image of Jenner sunbathing. Remember back in ye olden days of Keeping Up with the Kardashians when a pre-teen Kendall Jenner would go on and on about wanting to be a supermodel? And you were just like “uh-huh, honey, sure.” Well, flash-forward to right now and Kendall is the highest paid supermodel in the business going on four years straight, TYVM. Meaning ya girl makes more than Gigi Hadid, Bella Hadid, and even Gisele Bündchen.