Kendall Jenner and Devin Booker are getting cozy.
The exes enjoyed some time together in Aspen, Colorado, over Valentine’s Day weekend. As seen in images shared to social media, the pair were bundled up in beanies and snow goggles as they sat side by side in a local bistro.
The outing comes just six months after eagle-eyed fans realized Kendall and Devin—who dated on and off between 2020 and 2022—were in each other’s Instagram Stories at the 2024 Olympics gymnastics final.
And while the appearances could have just been coincidence (after all, the pair were seated on opposite sides of the stadium) it was not the first time the pair just happened to end up in the same place since their breakup. During the 2024 Super Bowl, the model and NBA player ended up in the same VIP suite.
But while the odds are slim that Kendall—who maintains a low profile when it comes to the details of her private life—addresses her current romantic life, there is much to take in for those who are keeping up.
In fact, Devin isn’t the only ex Kendall has been spotted with in recent history. While she and Bad Bunny were connected before they split in 2023, Kendall and the musician have also been seen together on multiple occasions in the time since.
In addition to a reunion at a 2024 Met Gala after-party in May, which precipitated a reunion in Miami that same month, the exes also enjoyed dinner together in Paris in June, though they were joined by Gigi Hadid.
Even more recently, Bad Bunny watched from the front row as Kendall walk the runway at the Calvin Klein Collection show Feb. 07 for New York Fashion Week.
With so many sightings of the pair, fans couldn’t help but speculate that Bad Bunny’s latest album, Debí Tirar Más Fotos, was inspired by his time with Kendall—though he was quick to distance himself from such rumors.
“I have written songs inspired by people that people don’t have a f–king clue who they are,” the 30-year-old told TIME last month. “The meaning of the song can vary in many things, like the absence of a person who is no longer with you, or a love. But it can be many other things too, that are no longer there.”
In fact, much like Kendall, he’s more than happy to let fans come to their own conclusions rather than divulge anything about his personal life.
“They don’t know how you feel, they don’t know how you live, they don’t know anything, and I really don’t want them to know,” he told Vanity Fair in September 2023. “I’m not really interested in clarifying anything because I have no commitment to clarify anything to anyone.”
To keep up with all the Kardashian love updates, keep reading.
Kris Jenner
Why, yes, Kris Jenner and longtime love Corey Gamble are still doing amazing, sweetie. In 2014, the music industry insider approached the world’s most famous momager at fashion designer Riccardo Tisci‘s 40th birthday bash in Ibiza and “I just tried saying, ‘You’re beautiful. I’d love to get to know you,'” he shared on the family’s OG series, Keeping Up With the Kardashians, “and it went from there.”
Kourtney Kardashian
With all due respect for all the small things, Kourtney Kardashian‘s husband has made some pretty grand gestures throughout their yearlong marriage. Take her 44th birthday that saw her and Travis Barker take a trip up the California coast to Santa Barbara. The Blink-182 drummer marked the occasion by filling their room at the famed Kennedy Cottage with rose petals and gifting her with a $161,819 piece by artist Yoshitomo Nara.
The Poosh founder has fully embraced her new life as the girl at the rock show. And in November 2023, she and Travis welcomed their first child together, son Rocky Thirteen Barker.
Kim Kardashian
As Kim Kardashian put it in a trailer of The Kardashians, “Things change really quickly.” When season two wrapped, the SKIMS founder was still living it up with then-Saturday Night Live standout Pete Davidson.
She later got fans hoping she was getting back in the dating game with retired NFL quarterback Tom Brady.
Alas, the mom to North West, Saint West, Chicago West and Psalm West—with ex-husband Kanye West—wasn’t on the hunt for a new teammate. “They have friends and business partners in common, but [are] not dating,” a source told E! News in May 2023. “Kim is very focused on her kids, her businesses, law school and preparing for American Horror Story.”
She briefly dated Odell Beckham Jr. until news broke of their split in April 2024.
As a source told E!, Kim is “open to finding love again if she meets the right person.”
Khloe Kardashian
In a 2023 episode, Kris shoots her shot while chatting with Khloe Kardashian about Tristan Thompson, asking, “How’s everything going with Tristan?” Safe to say the Good American founder has the basketball player benched for now. Though the exes have worked out a game plan for raising daughter True and son Tatum, Khloe shot down the idea that they’re back together in May 2023, calling the narrative “tiring.”
She’s more interested in starting a fresh story. After meeting Love Is Blind star Alexa Lemieux the following April, Khloe pitched a winning idea to Netflix, writing on Instagram, “I think some of us single K sisters should go on LIB. What do you think?”
Kendall Jenner
Months after Kendall Jenner‘s split with NBA guard Devin Booker in fall 2022, the model’s love life got an assist from friends Justin Bieber and Hailey Bieber. The married duo were spotted enjoying a double date with the reality star and musician Bad Bunny in February 2023. The following December, it was reported that the two had called it quits.
Kylie Jenner
Seems Kylie Jenner has found herself a new beautiful boy. Last seen publicly with rapper Travis Scott—dad to her daughter Stormi and son Aire—at an Art Basel party in December 2022, the beauty mogul, has been linked to Oscar-nominated actor Timothée Chalamet since April 2023. Now, rise and shine because you don’t want to miss the glimpses they’ve given us of their romance at New York Fashion Week and the US Open, as well as live on TV, when they showed PDA while seated together at the 2024 Golden Globes and 2025 Oscars.
