Kendall Jenner, Devin Booker's Love Story, First Met At Arizona, Breakups, And Rekindled Romance

When it comes to the Kardashian-Jenner family, Kendall Jenner has always stood out as the more private sister, especially when it comes to her love life. Still, despite her efforts to keep things low-key, her relationships with some of the biggest names in sports and entertainment often end up making headlines. Among all her relationships, one that has consistently stayed in the spotlight is her on-and-off romance with Phoenix Suns player, Devin Booker.

Over the years, Kendall and Devin have been spotted together at high-profile events, on vacations, and even at cosy dinners and family events. Their relationship has experienced multiple breakups and reconciliations, and though Kendall has not openly confirmed where things stand now, the rumours are stronger than ever that the two might be rekindling their love. Let’s take a closer look at their complete relationship timeline.

First sparks between Kendall Jenner and Devin Booker flew during a trip to Arizona

Kendall Jenner and Devin Booker were first linked in April 2020 when they were spotted on a road trip in Arizona. At the time, sources suggested they were ‘just friends,’ with plenty of mutual connections in their social circles. Despite Kendall’s clapback on social media about jokes linking her to basketball players, fans couldn’t help but speculate about a budding romance between Kendall and Devin.

Kendall Jenner and Devin Booker became Instagram official on Valentine’s Day

Kendall and Devin went public with their relationship on Valentine’s Day 2021 by posting each other on Instagram. This confirmation thrilled fans who had been watching their outings and subtle signs. Kendall and Devin quickly became staples on each other’s social media accounts. Sources close to the couple confirmed that their relationship started as fun but has now developed into something more serious and exclusive.

Kendall Jenner supported Devin Booker during his games

Throughout 2021 and into 2022, Kendall was seen supporting Devin at NBA games, including the Finals. They also travelled together to Italy and shared glimpses of their romance with the public. The two appeared happy and comfortable, blending private moments with frequent public displays. This phase marked the peak of their relationship.

Kendall Jenner and Devin Booker’s first breakup happened after two years of dating

Reports in June 2022 revealed that Kendall and Devin had split after two years of dating. Sources claimed that the two were not ‘on the same page’ about their future, with their busy schedules playing a role in the decision. Though the breakup was framed as mutual and respectful, fans were disappointed to see them part ways.

Kendall Jenner and Devin Booker reunited at the U.S. Open

Just months later, Kendall and Devin sparked reconciliation rumours when they were spotted kissing and cuddling at the U.S. Open. Their affectionate outing suggested the two had worked through their issues. Kendall was also seen supporting Devin on social media and wore Phoenix Suns merch, hinting they were giving their relationship another shot.

Kendall Jenner and Devin Booker went through another breakup

By November 2022, sources confirmed Kendall and Devin had broken up once again. The reasons cited were once again their conflicting priorities and demanding schedules. Despite the split, reports highlighted the mutual respect and affection the pair still held for each other. This second breakup left fans wondering if their love story had finally run its course.

Kendall Jenner began dating Bad Bunny

Kendall then moved on with Puerto Rican superstar, Bad Bunny. The two were first spotted together in February 2023 and later attended several events side by side. Their relationship became a cultural moment, especially after they appeared in a Gucci campaign together. However, by December 2023, their romance had fizzled out, though they reportedly ended on good terms.

Rumours of a Kendall Jenner and Devin Booker reunion were soon heard

Speculation about Kendall and Devin reignited in early 2024 when TMZ reported that the two had been ‘spending time together.’ Sources clarified they weren’t rushing into anything but were enjoying each other’s company again. Fans began to hope that the duo might find their way back to each other for good this time.

Kendall Jenner and Bad Bunny rekindled their romance briefly

Just as reconciliation talks with Devin began to gain attention, Kendall was spotted with Bad Bunny at the Met Gala in May 2024. She even supported him during his U.S. tour, signalling they were giving their romance another chance. Yet by September, reports confirmed they had split for good, leaving room once again for speculation about her relationship with Devin.

Kendall Jenner and Devin Booker found their way back to each other

Kendall and Devin were spotted at the Paris Olympics in August 2024, arriving at the same event separately but it was enough to stir chatter. A month later, photos of the two having dinner together in Miami, reignited reconciliation rumours. Their quiet reunion made headlines, particularly because Kendall debuted her blonde look during the sighting.

Most recently, Kendall and Devin were photographed leaving the same restaurant in New York City in September 2025. While they exited separately, their coordinated outing fueled rumours that the pair might be back together. Insiders report that Kendall and Devin remain private but affectionate when around friends, suggesting that their on-again-off-again relationship might not be over just yet.

From casual beginnings to public displays of affection, multiple breakups, and now strong reconciliation rumours, Kendall Jenner and Devin Booker’s romance has been nothing short of eventful. 

Also Read: Why Did Bad Bunny And Kendall Jenner Break Up Twice? Inside Their Past On And Off Relationship

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