Way back in 2021, you probs were asking, “Who is Kendall Jenner dating???” I mean, it always seemed like people were trying to pair her off with someone new (and famous), but when it came to her ‘ship with Phoenix Suns basketball player Devin Booker, the romance was anything but fake! The pair went Instagram official on Valentine’s Day 2021, which is a big deal because Kenny is pretty private about her dating life—but since then, these two shared teensy looks here and there at their relationship. We love!
There’s plenty of ground to cover in Kendall and Devin’s relationship (including their breakup before she hopped over to Bad Bunny *and* their recent rekindling ), so join me on the short but sweet journey of their love story, below.
Editor’s note: This timeline is in reverse chronological order, so the ~freshest~ deets are smack-dab at the top. Enjoy!
September 15, 2024
The celebs spark reconciliation rumors after Deuxmoi posts a fan-captured snap of Kendall and Devin getting dinner together at The Surf Club Restaurant in Miami. And, yes, fans (read: me) know for sure that the pic is new because it showcases Kenny’s fresh blonde ‘do!
In-ter-est-ing!!!!!!
February 26, 2024
An insider dishes to People that two months after Kendall’s split from Bad Bunny, the model and Devin are “definitely slowly navigating a restart.” Well! Then!!!
February 26, 2024
Entertainment Tonight speaks to a source who says that Kendall and Devin are “trying to figure things out” and “are actively speaking and seeing one another.”
“Kendall and Devin have always had a thing for each other and care about each other,” the source adds. “Kendall’s family is supportive and like Devin for her. They appreciate that he has always treated her with the utmost respect.”
February 24, 2024
Kendall is seen leaving the same hotel that Devin and the Phoenix Suns are staying at in Dallas:
February 23, 2024
TMZ reports that Kendall and Devin are “rekindling their relationship” but “taking things slow” and aren’t “exclusive” yet.
February 11, 2024
It’s been more than a year since their breakup, but Kendall and Devin reportedly reunite at the 2024 Super Bowl at Allegiant Stadium in Las Vegas. According to the Daily Mail, Kenny shares a $1 million VIP suite with her family and other star-studded guests like the Biebers, Ciara and Russell Wilson, and, yep—even her ex, Devin Booker.
PATRICK T. FALLON//Getty Images
While the pair isn’t photographed together, eagle-eyed fans realize that Kylie Rubin (daughter of Fanatics CEO Michael Rubin) is also in the suite. ^^^
Oh, and Kylie posts a Super Bowl-themed photo dump to Instagram where Devin can be seen eating in the background:
Kylie Rubin//Instagram
According to the Daily Mail, however, the pair seems to “keep their distance” and remain friendly during the big game.
April 14, 2023
In spite of their split and all the subsequent Bad Bunny drama, Devin reportedly isn’t totally over Kendall just yet and isn’t sold on her romance with Bad Bunny being the real deal.
“Devin doesn’t believe for one minute that Kendall and Bad Bunny’s relationship is that serious,” a source tells Us Weekly. “He doesn’t think he’s her type and finds it difficult to believe there’s any longevity there between them.”
And yes, the insider seems to think this means Devin believes the door is open for him and Kendall to give their relationship another try sometime in the future.
“Devin still thinks about Kendall on occasion and a piece of him still misses her,” they add. “He has no idea what the future holds, and although maybe their timing wasn’t right, doesn’t mean it can’t happen at some point down the line.”
March 2023
In March, Devin is back in the narrative of Kendall’s love life after Bad Bunny appears to take a jab at him in his verse on Eladio Carrión’s track “Coco Chanel,” in which he sings (in Spanish), “I’m not bad, baby, that’s a gimmick / But the Puerto Rico sun is warmer than the one in Phoenix / She knows it.”
Days later, a DeuxMoi blind seems to hint that Kendall wasn’t a fan of the diss. The tip in question claims a “reality star and model” known for being “adamant about keeping a low profile when it comes to her love life” had “been left mortified after her new fling released some not-so-nice lyrics about her ex-boyfriend, whom she recently ended a long-term relationship with.”
February 2023
While the rumors about Kendall and Harry Styles giving love another go turn out to be false, within a couple of months, Kendall is making headlines for making out with Bad Bunny shortly after Valentine’s Day. Sources make it clear from the start that Kendall and Bad Bunny are having fun and have a definite vibe together.
“Kendall and Bad Bunny are attracted to each other and definitely have a flirty vibe,” one such source tells Entertainment Tonight on February 20. “It is still new, but they’re enjoying each other’s company and like each other. They have mutual friends and had dinner with Hailey, Justin, and friends at Wally’s in Beverly Hills on Saturday night. It’s been fun for both of them so far.”
November 27, 2022
Less than a week after word spread that Kendall and Devin were, in fact, broken up again, rumors start swirling about a possible second chance at romance for Kendall and Harry Styles, who is also recently single after ending his high-profile/higher-drama relationship with Olivia Wilde.
“Harry and Kendall have always stayed in touch, but in light of their recent splits, they have more time for one another. And Harry has had Kendall’s ear over his breakup with Olivia,” one source noted The Sun at the time. “Kendall is one of the few people to understand the level of fame and scrutiny which Harry endures. She is also dealing with her own tough time.”
November 22, 2022
Although they seem to have reconciled for a while, in late November, a source close to the couple tells Us Weekly that Kendall and Devin had actually broken up again earlier in the fall. “Things are amicable after the breakup, there’s no bad blood between them,” the source says of the split at the time.
November 5, 2022
Although they keep things very low-key (at least in all the pics we’ve stalked), fans are quick to note that Kendall and Devin are both on the guest list for Odell Beckham Jr.’s 30th birthday party in Hollywood (along with an inexplicably shirtless Justin Bieber, because sure, why not?).
August 27, 2022
Kendall and Devin are spotted on a date night in L.A. Cuuuuute.
Rachpoot/Bauer-Griffin//Getty Images
September 11, 2022
Kendall and Devin attend the U.S. Open together and look v cute:
Jean Catuffe//Getty Images
And yep, there’s PDA:
Frey/TPN//Getty Images
July 19, 2022
E! News reports that Kendall and Devin are officially back on, with a source saying, “She and Devin are fully back together. They worked out their issues and decided they want to move forward and be together. 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.”
July 18, 2022
Kendall posts a pic of what looks to be her and Devin at a wedding….
Instagram
July 8, 2022
Kendall seemingly shuts down alllll these breakup reports by reposting Devin to her Insta Stories. Ahem:
Instagram
June 28, 2022
Kendall and Devin are spotted together at Soho House Malibu in new photos published by Page Six, and honestly, the vibe is extremely “Breakup? What breakup?” so stay tuned!
June 22, 2022
Entertainment Tonight reports that Kendall and Devin have broken up! Or at least, they’re taking some time apart. As a source puts it, “Kendall feels like they’re on different paths” and she and Devin “have had discussions about their future but they are not on the same page.”
May 21, 2022
Kendall and Devin attend Kourtney Kardashian and Travis Barker’s wedding in Italy.
NINO//Getty Images
March 8, 2022
In a super-rare move, Devin shares a little bit about his ’ship with Kendall publicly during an interview with WSJ. magazine. For the story, Devin is asked what it’s like to date another famous person and if it’s challenging having people interested in all elements of his life, not just his basketball career. “I wouldn’t say hard,” he tells the magazine. “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.”
October 22, 2021
Kendall and Devin show off a little PDA after the Suns beat the Lakers.
Kevork Djansezian//Getty Images
Kevork Djansezian//Getty Images
September 15, 2021
In an interview with Jimmy Fallon on The Late Show Starring Jimmy Fallon, Kendall talks about having a bunch of nieces and nephews and how Devin has fit into her family. “He loves them,” gushes Kendall about Devin after being asked if he helps out with them during her auntie duties. “Him and Stormi have an amazing relationship. She has the biggest crush on him and I’m, like, jealous sometimes,” she jokes.
She also opens up about them playing one-on-one in the pool…which led to her hand getting cut open from it getting a little too competitive.
August 26, 2021
After the NBA season is officially over, Kendall and Devin jet off to Italy for a little baecation. Naturally, TMZ catches them in every act of PDA. Before this vacay, though, the duo was celebrating the launch of Kendall’s 818 Tequila in New York with some of her best friends. Even though they were in mixed company, apparently Kendall and Devin stayed near each other the whole night.
“Devin led Kendall through the crowd upon arrival and led her to her seat,” a source told Us Weekly. “They kept making eye contact throughout the night and never strayed far away from each other.” They also added that, “[Devin] seemed very close and friendly with her friends. At the end of the night, they walked out together hand in hand with nothing but smiles.”
July 17, 2021
Kendall keeps her support of Devin going strong as the Phoenix Suns reach game 5 of the NBA finals, and she’s letting everyone know it. Peep this pic of her wearing a Phoenix Suns team jacket:
Instagram
And according to an E! News source, “Kendall was really engaged in the game.” Like, she was so into it, “she would stand up and cheer every time Devin scored…it was so cute! She had her hands on her head at the end of the first quarter!” But that’s not all—Kendall also “was jumping around so much and got hot and took off her jacket.”
July 6, 2021
Devin has a major career achievement—with the Phoenix Suns, he makes it to game 1 of the NBA Finals to play against the Milwaukee Bucks! And of course, Kendall is super proud and expresses that on her Instagram Stories. “I’m not emotional, you are,” she writes over the video she shares.
Instagram
June 20, 2021
And this time we have a straight-from-the-source reason as to why Kendall and Devin are keeping their relationship private! Kendalls hops on the KUWTK reunion and says that keeping her ’ships out of the public eye has “always worked better for me that way.” “No offense to my older sisters at all, but I think that Kylie [Jenner] and I specifically have had the opportunity to watch our older sisters go through marriages and relationships and breakups and do them pretty publicly. It was a personal preference from a really young age.…I think it makes my life a lot easier and our relationship a lot better, to be honest. I just feel like it’s a private matter and not for anybody else to judge or know.”
June 18, 2021
Us Weekly reports that Kendall and Devin are lowkey living together, with a source saying, “He’s practically moved in with her.”
“They really respect each other’s careers and give each other space to focus on her modeling or his basketball career,” the source adds. “That’s probably what makes their relationship work so well is that they have that work-life balance.”
In other words, Things! Are! Serious!
June 14, 2021
Don’t expect Devin to make any cameos in the new KUTWK that’s set to air on Hulu— KUWTK executive producer Farnaz Farjam tells Bravo’s The Daily Dish podcast that Kendall has a strict no-boyfriend rule to make sure the dudes she’s with are staying with her for her and not television fame.
“Kendall’s always had this rule—she just felt like she had to be with someone for at least a year before she lets them be a part of the show, because she doesn’t always know what people’s intentions are,” Farjam explains, via Us Weekly. “So that’s why we kind of kept her personal life out of it, just because she had a rule.”
June 13, 2021
Kendall celebrates her and Devin’s one-year anniversary in the best way she knows how: by posting super-cute pics of herself and Devin to her Instagram Stories, of course! Since these two are extremely low-key, she doesn’t post a “happy anniversary!” message and instead uses “365” and “52” as captions for a more ~stylish~ effect.
Instagram
Instagram
Instagram
Instagram
April 28, 2021
It sounds like People and E!’s sources are friends, because they have very similar things to say about how Kendall is feeling in her relationship with Devin! “This is the happiest Kendall has been in a relationship,” E!’s insider shares. “It’s getting more and more serious and she is very happy.” And finally, some info on Devin—per the source, he seems to be “quiet and not interested in being in the spotlight or a celebrity. She really appreciates that about him and is attracted to that. They are really similar and love just being low-key and staying in and laughing together.”
Kendall and Devin “are a solid couple with no drama. It’s been all positive and Kendall loves being with him,” they add.
April 26, 2021
Fans get a rare sighting of Kendall and Devin engaging in some subtle PDA! Finally!!! The pair is spotted walking hand in hand in NYC on their way to celeb-friendly Carbone for dinner, and honestly? They look suuuuuper cute.
BACKGRID
And we have some new intel: Kendall and Devin might have waited until Valentine’s Day this year to go IG official, but they’ve been with each other for almost a whole year now. “This is the happiest Kendall has ever been in a relationship,” a source tells People. “She and Devin started out slowly but have dated for about a year now.” The insider adds that the model “is very private about their relationship, [but it’s] obvious that they have something special going on.”
April 5, 2021
Devin leaves a flirty comment on Kendall’s Easter weekend pics, which include her frolicking around a golf course and holding a chicken, as ya do.
His musing? “Very beautiful…course.”Get it? Lolz. Cute.
Instagram
March 3, 2021
The Kardashians seem to like Devin for Kendall! A source tells Us Weekly that “the Kardashian clan is fond of him for sure…they’ve gotten to spend a lot of time with him and find him very charming, respectful, and fun!”
The Kardashians also really “respect Kendall’s decision to not jump into an engagement.” More than anything, Kenny’s family wants her to just “enjoy these moments” and “be happy with whomever she’s with.”
March 2, 2021
An Entertainment Tonight source has alllll the deets on how things are progressing between Kendall and Devin and says that things between them have “gotten more serious.” Oh là là!
“Kendall was ready to take her relationship with Devin to a more public level and get rid of any unnecessary speculation in the media,” the source says. “She felt ready to share a bit more than she has in the past when she posted the photo of them on Valentine’s Day.”
“Their relationship has gotten more serious and Devin is really laid-back and not all about fame or being in the spotlight all the time, which Kendall really likes,” ET’s insider adds. “He makes her feel comfortable and safe and he’s super respectful, which are all qualities she loves.” We love to hear it!
February 17, 2021
Kendall publicly supports her man by attending a Phoenix Suns game, and surprise! Fans get picture proof that she’s there! A fan asks for a picture of Kendall with his group of friends, and we get this gem:
February 14, 2021
Kendall and Devin go Instagram official, with the both of them posting pics of each other looking suuuper in love to their Stories.
Instagram
Instagram
January 21, 2021
Devin shares a picture of Kendall sunbathing in a teeny bikini to his Instagram Stories, captioning the pic, “Whew .”
The photo in question:
October 29, 2020
Kendall and Devin break COVID-19 social distancing guidelines and stay-at-home orders to attend Kim Kardashian’s lavish/entirely-out-of-touch 40th birthday extravaganza on a private island. Although they probably think they’re being low-key, Kendall and Devin are spotted looking happy together in the back of a pic of Scott Disick and his son Mason.
August 22, 2020
Kendall and Devin do what all helplessly rich couples in Los Angeles do—go to fancy dinners at Nobu. Around this time, paparazzi also catch them running errands together, and an E! News source has thoughts about it.
“It was a very casual outing, but it seems they are spending more time together for sure and getting closer,” the source says. Another insider adds that Kendall is “excited to have him out in L.A. so they can spend some in person time together…They have been staying together and hanging out in Malibu with friends and family.”
April 29, 2020
Welp, Kendall and Devin are spotted on a road trip together…in Sedona, Arizona…and TMZ has picture proof. Witnesses who spot Devin and Kendall say they certainly look like a couple during their little rest stop, but a source close to the two says that isn’t exactly the case.
“Kendall and friends have a small social circle amongst the group, who have been following the same social distancing and physical distancing guidelines. Devin is a friend and is part of the small group,” the source says, adding that “they took a road trip for some much-needed air.” Cool-cool-cool.
This same day, the internet is set ablaze with rumors of their possible romance. A very sexist Twitter user makes an unnecessary comment about Kendall’s private life after video of her and Devin’s outing makes the rounds, which she has the most iconic response to:
And that’s all the dirt on Kendall and Devin’s relationship (for now)! Be sure to check back here for any and all updates.
