Kendall Jenner and Devin Booker were at the top of the list of hot celebrity couples for two years—but after a brief reconciliation, the two officially called it quits in November 2022.
The supermodel and the Phoenix Suns shooting guard were an unstoppable, magnetic pair for a time, starting in June 2020. Below, see everything we know about the couple’s romance—from the first public glimpses of their relationship to their second, seemingly final breakup, and beyond.
April 2020: They take a road trip to Sedona.
The model and NBA star first spark dating rumors when they are spotted on a road trip to Sedona, Arizona. According to People, the two are not yet dating at this time, but getting closer. “She and Devin have a lot of mutual friends. They’re just friends for now but you never know with Kendall,” the insider says.
The pair quietly become official in mid-June; this will be confirmed in 2021 through their first anniversary posts on Instagram.
September 2020: They double date at the lake.
Jenner and Booker take a lake trip to Idaho with friends Justin and Hailey Bieber. Jenner shares a photo dump on Instagram featuring highlights from the trip, including several bikini selfies, moments by a campfire, and scenic views of the lake. “I 💛 lakes,” she captions the post.
October 2020: They attend Kim Kardashian’s birthday party.
Booker is Jenner’s plus-one to her sister Kim Kardashian’s birthday bash, held on a private island. The couple are seen next to one another in the background of one of Scott Disick’s Instagram posts.
While Jenner has resolved to remain “private about their relationship,” it’s “obvious that [she and Booker] have something special going on,” another People source says.
November 2020: They cozy up at Jenner’s birthday party.
The model gets closer to the NBA player at her star-studded Halloween/25th birthday party at Harriet’s Rooftop in West Hollywood. She shares snaps of the night taken in the iconic Kardashian photo booth, and one shot shows her getting cozy with the athlete.
January 2021: Booker shows off Kendall on his Instagram Story.
The athlete makes it known that he’s a proud boyfriend when he reposts one of Kendall’s cheeky bikini photos to his Instagram Story. “Whew,” he writes alongside a sweating face emoji.
February 2021: They go Instagram official.
The two officially confirm their status as a couple on social media when they celebrate each other on Valentine’s Day with PDA-filled photos on their Instagrams.
Jenner debuts Booker on her timeline with a photo of them embracing on a counter, captioning the post with a single heart emoji. Meanwhile, Booker shares a black-and-white video of the two of them snuggled up with a dog on a blanket, using a simple orange heart emoji as the caption.
“What first seemed like a fun hookup is now a relationship,” a source later tells People. “They’re exclusive and Kendall is very happy with Devin.”
July 2021: Jenner supports Booker at the NBA Finals.
The supermodel goes all out to support her man at the NBA championship series, cheering him on while sharing smooches and hugs between quarters.
The model has made it a point to watch nearly all of Booker’s games, whether or not she’s able to attend in person. “I watch every game,” Jenner said in an April 2022 interview on Jimmy Kimmel Live! “All my friends and family know that I, like, sit with my phone wherever I am.”
August 2021: They take a romantic trip to Italy.
Jenner and Booker jet off to Italy for a romantic couple’s getaway along the Almafi Coast, where they enjoy an evening in Capri, strolls on the cobblestoned streets, and an excursion on a yacht.
September 2021: Jenner gushes over Booker on The Tonight Show.
The model shares a further glimpse into her relationship with Booker in an interview with Jimmy Fallon. In the chat, she reveals that the athlete has been bonding well with her family—particularly with sister Kylie Jenner’s daughter, Stormi Webster.
“He loves them,” Jenner says of Booker’s sweet bond with her nieces and nephews. “Him and Stormi have an amazing relationship. She has the biggest crush on him, and I’m, like, jealous sometimes. I’m like, ‘Stop. Can you guys not?’”
November 2021: Booker shares a birthday tribute to Jenner.
The athlete gushes over his girlfriend with a series of photos on his Instagram Stories in commemoration of her 26th birthday on November 3. Among the photos is a candid shot of the two at dinner with the focal point on the model.
“The most beautiful woman 👑,” he writes on the Story.
December 2021: Booker joins in on a Kardashian family tradition.
Jenner takes things to the next level with Booker when she invites him to partake in her annual family holiday tradition of baking gingerbread houses. Momager Kris Jenner also adds his name to her own personalized confection, alongside those of her daughters and three dogs.
January 2022: They embark on a cozy getaway for New Year’s.
The supermodel and athlete ring in the New Year with a cozy, intimate getaway to an unknown rural location. Jenner later shares photos of the trip on Instagram while repping her 818 tequila brand.
March 2022: Booker opens up about Jenner in an interview.
The athlete talks up his relationship with the supermodel in a rare interview with WSJ. Magazine. “Honestly, I’m enjoying life to the fullest,” he says, “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 continues, “I love my family, I love the people around me, and I love the impact that I get to have on this world, the younger generation under me and the kids who look up to me.”
May 2022: They travel to Italy for Kravis’s wedding.
The two attend Kourtney Kardashian and Travis Barker’s extravagant wedding in Italy, and are spotted holding hands on their way to Ristorante Puny in Portofino for a family dinner.
June 2022: They reportedly split.
On June 23, Entertainment Tonight reports that Jenner and Booker split up shortly after their trip to Italy. “Kendall feels like they’re on different paths,” a source tells the outlet. Another insider also says the two are in different places when it comes to navigating their future.
A separate source tells E! News that the pair “hit a rough patch recently and have been split for about a week and a half,” adding that while they had a “really nice time” in Italy for Kravis’s wedding, “once they got back, they started to feel like they weren’t aligned and realized they have very different lifestyles.”
July 2022: They are reportedly back together.
It appears that Jenner and Booker are back together—or still together?—following reports that they’d split. In early July, the model is spotted with Booker on a stroll around Los Angeles, wearing an oversize T-shirt repping the Phoenix Suns. Hours later, she publicly supports Booker on his new NBA 2K23 cover by sharing a photo of it on her Instagram Story.
Also, a source tells E! News that though they hit a “rough patch,” they are now “fully back together.”
"They worked out their issues and decided they want to move forward and be together," the insider says. "They moved on and it's going really well. They have been spending a lot of time together recently and Devin was her date to her friend Lauren's wedding over the weekend in Napa."
August 2022: Jenner engages in some rare PDA with Booker on Instagram.
The model has been sharing snaps from her woodsy vacation on Instagram, from a shot of herself lounging by a lake to a dramatic sunset picture over the mountains. Accompanying her on the outdoorsy holiday is Booker, per a photo she posted on her Instagram Story of the two cozied up together.
In the photo, Jenner—dressed in nothing but an oversize T-shirt—sits on Booker’s lap while sipping a beer. The two sit in the corner of a porch with a forest behind them.
September 11, 2022: They get intimate at the U.S. Open.
Jenner and Booker visit day 14 of the U.S. Open together for the men’s finals tennis match between Spain’s Carlos Alcaraz and Norway’s Casper Ruud, at the USTA Billie Jean King National Tennis Center in Queens, New York. The two opt for casual yet sleek looks for the Sunday outing—the model in a silk cream top under a black tank cardigan, and the NBA star in an orange button-up over a white tee.
The pair get close and cuddly throughout the match. The athlete wraps his arm around Jenner, while the model rests her head on Booker’s shoulder, and the two later share a kiss.
November 21, 2022: They break up again.
It’s over for Jenner and Booker.
The couple reportedly split up for the second time due to their conflicting schedules, People reports.
“Both have incredibly busy schedules right now with their careers, and they’ve decided to make that a priority,” a source tells the outlet, noting that the decision was mutual. “They have a lot of love and respect for each other and wish only the best.”
February 11, 2024: They sit in the same suite at the Super Bowl.
Though they are not photographed together, the exes sit in the same VIP suite at Super Bowl LVIII, at Las Vegas’s Allegiant Stadium. Jenner’s sisters are also there, as are celebrity friends Hailey and Justin Bieber, whom she sits next to during the game. Meanwhile, Jenner’s most recent ex-boyfriend, Bad Bunny, sits with his own friends in a suite in a whole different part of the stadium.
Sabrina Park is a Digital Fellow at HarpersBAZAAR.com where she covers news, fashion, and culture stories. When she’s not writing she loves hanging out with her cat, reading outdoors and scrolling the depths of TikTok.
