The relationship between supermodel Kendall Jenner and Puerto Rican rapper Bad Bunny has fans and media alike since their romance first sparked in early 2023. Their whirlwind relationship has been characterized by passionate highs, public appearances, and equally dramatic breakups that have left fans constantly wondering: are they together or not?
As of 2025, Kendall Jenner and Bad Bunny are not officially together. The couple, who experienced multiple breakups and reconciliations throughout their relationship, last ended things in September 2024 when Jenner decided she wanted to focus on being single. However, their story is far from simple, with recent sightings at fashion events continuing to fuel speculation about a potential reunion.
Their relationship timeline reads like a modern celebrity romance novel – filled with secret dates, public displays of affection, cryptic social media posts, and the inevitable pressures of fame that ultimately drove them apart. From their first reported makeout session at a private LA club to their most recent appearance together at New York Fashion Week in February 2025, Jenner and Bad Bunny’s relationship has been anything but conventional.
What makes their story particularly compelling is how it defied typical celebrity relationship patterns. Unlike Jenner’s previous relationships with NBA players, her connection with the Grammy-winning artist represented a departure from her usual type, bringing together two vastly different worlds – high fashion and reggaeton music. Their relationship has been marked by intense chemistry, busy schedules, and the constant challenge of maintaining privacy in the public eye.
The Beginning: How Kendall Jenner and Bad Bunny First Connected
February 2023: The Spark Ignites
The romance between Kendall Jenner and Bad Bunny began in February 2023 when they were first spotted together at various Los Angeles hotspots. Their initial connection came through mutual friends after Bad Bunny relocated to Los Angeles and purchased a house in the area.
The first public hint of their relationship came via a DeuxMoi blind item on February 16, 2023, describing a “famous model sister” making out with Bad Bunny at a private LA club. Just two days later, the pair was photographed leaving the same restaurant after what appeared to be a double date with Hailey and Justin Bieber.
March 2023: Romance Heats Up
By March 2023, their relationship was becoming more serious. The couple was spotted having dinner in West Hollywood, where witnesses observed them sharing hugs and possibly kisses. Bad Bunny even appeared to reference his new romance in Eladio Carrión’s track “Coco Chanel,” with lyrics that seemed to hint at Jenner: “I’m not bad, baby that’s a gimmick / But the sun in Puerto Rico is hotter than in Phoenix / She knows it.”
The Phoenix reference was particularly telling, as it appeared to be a subtle dig at Jenner’s ex-boyfriend Devin Booker, who plays for the Phoenix Suns. Bad Bunny also shouted out “Scorpio women” in the song, which happens to be Jenner’s zodiac sign.
The Peak: When Their Relationship Became Official
Spring and Summer 2023: Going Public
The relationship reached new heights in May 2023 when they attended the Met Gala after-parties together and were spotted courtside at Lakers playoff games. Sources close to the couple revealed that their relationship was becoming “more serious,” with Bad Bunny spending time not just with Jenner but with her entire family.
“They are very cute together. Kendall is happy. He is a fun guy. Very much a gentleman and charming,” a source told People magazine. The insider added that it had been “a slow start, but they spend almost every day together now.”
Summer 2023: Peak Romance
During the summer of 2023, their relationship appeared to be at its strongest. They were frequently seen together at various events, and sources indicated that Jenner saw “long-term potential” with the artist. Bad Bunny was reportedly getting along well with Jenner’s friends and family, suggesting the relationship had moved beyond casual dating.
The First Breakup: December 2023
Why They Called It Quits
After nearly a year of dating, Kendall Jenner and Bad Bunny broke up in December 2023. The split was attributed to their demanding schedules and different life stages rather than any dramatic conflict.
“They both knew going into this that it likely wouldn’t be a forever type of relationship, and that was mutually understood from the get-go,” a source explained to Entertainment Tonight. The insider added, “They have crazy-busy schedules and know they’re still young and have a lot more to experience individually before settling down.”
Jenner’s friends weren’t surprised by the breakup, with sources revealing that they “never really saw their relationship going the distance anyway.” Some of her inner circle felt that Jenner “wasn’t as compatible with Bad Bunny as she was in past relationships.”
The Reconciliation: May 2024
Getting Back Together
The former couple surprised fans by reconciling in May 2024. Their reunion began with a sighting at the Après Met 2 Met Gala after-party on May 6, 2024, where they appeared to be on good terms.
By May 17, 2024, Jenner was spotted at Bad Bunny’s concert in Orlando, Florida, wearing merchandise from his Most Wanted tour. A week later, they were seen leaving a private dinner in Miami following another of his concerts.
“It’s going well, and they’re prioritizing spending time together as they figure it out,” a source told People magazine about their reconciliation. “There wasn’t ever any drama in their breakup, and they missed each other.”
The Final Split: September 2024
Kendall’s Decision to Stay Single
Despite their successful reconciliation, Kendall Jenner and Bad Bunny ended their relationship again in September 2024. This time, it was Jenner who initiated the breakup, deciding she wanted to focus on being single.
“She wants to stay single for now,” a source told Us Weekly. “Kendall isn’t ready to be tied down at the moment and is enjoying this era.” The insider explained that while they “were more serious after their short break,” the relationship “ultimately didn’t work out long term.”
The couple remains on friendly terms, with sources confirming they have “taken a step back and aren’t dating” but are “still friendly.” Following the split, Bad Bunny reportedly rejoined the dating app Raya.
Current Status: 2025 and Beyond
Recent Sightings and Speculation
As of 2025, Kendall Jenner and Bad Bunny are not together romantically. However, they continue to cross paths at high-profile events, most recently at New York Fashion Week in February 2025. The former couple was spotted at the same Calvin Klein Collection show, with Bad Bunny attending as a guest while Jenner walked the runway.
Their appearance at the same event sparked renewed speculation about a possible reconciliation, especially after a viral TikTok video showed them leaving the venue around the same time. However, sources maintain that Jenner is committed to her single status and focusing on her career.
What’s Next for the Former Couple
While fans continue to hope for another reconciliation, both Jenner and Bad Bunny appear to be focusing on their respective careers. Bad Bunny has been busy with his world tour and recently released a new album that many speculate contains references to their relationship. Meanwhile, Jenner continues her modeling career and reality TV commitments.
Their relationship, though tumultuous, demonstrated a genuine connection that transcended their different backgrounds and career paths. Whether they’ll find their way back to each other remains to be seen, but their story serves as a fascinating modern celebrity romance in the social media age.
