Kendall Jenner & Bad Bunny Relationship Timeline – Hollywood Life

Kendall Jenner & Bad Bunny’s Relationship Timeline: From Their Dates to Split

Learn about Kendall Jenner and Bad Bunny's relationship from the very beginning to their breakup to now amidst their reported reunion on New Year's Eve.

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Kendall Jenner and Bad Bunny have been the new “it” couple in Hollywood, but their relationship has reportedly come to an end. The 28-year-old model and the 29-year-old singer sparked dating rumors in February 2023, and despite going on many PDA outings together, they haven’t confirmed the romance. On November 14, Kendall posted a cryptic message on Instagram about “what’s meant” for her, leading fans to believe the couple had broken up, and on December 17, 2023, PEOPLE reported the couple officially called it quits, but early on in 2024, the pair reportedly reunited for a New Year’s celebration.

Before the reported breakup, a source close to Kendall and Bad Bunny revealed to PEOPLE in July 2023 that the stars “definitely seem in love” with each other. Kendall and Bad Bunny linked up after the reality star split from NBA player Devin Booker after an on-and-off relationship that lasted two years.

Kendall and Bad Bunny have made it clear they don’t want to share details of their relationship. “People know everything about me, so what’s left for me to protect? My private life, my personal life,” Bad Bunny told Rolling Stone in June 2023. Two months later, Kendall told Harper’s Bazaar that she tries “hard” to make her relationships work.

Find out everything you need to know about Kendall and Bad Bunny’s relationship from the very beginning with a timeline of their romance below!

Kendall Jenner
Kendall Jenner at the CFDA Fashion Awards in Nov. 2022 (Photo: Gregory Pace/Shutterstock)

Feb 2023: Kendall & Bad Bunny Spark Romance Rumors

Kendall and Bad Bunny were caught hanging out in public for the first time together on February 19. They were photographed leaving from a separate exit at a restaurant in Beverly Hills. The outing came after the two were reportedly spotted making out in a club, according to DeuxMoi sources.

March 2023: Kendall & Bad Bunny Kiss On A Dinner Date

Kendall and Bad Bunny were seen sharing a quick goodnight kiss, after they went on a sushi dinner date in West Hollywood on March 6. The lovebirds were reportedly joined by Kendall’s sister Kylie Jenner for the night out, according to TMZ.

March 2023: Kendall & Bad Bunny Attend An Oscars Party

Kendall and Bad Bunny were both at Jay-Z and Beyoncé’s Oscars after-party in LA on March 12. Paparazzi captured The Kardashians star and the Grammy Award winner leaving the venue and getting into the same car outside at the end of the night.

Bad Bunny
Bad Bunny at the 2023 Grammy Awards (Photo: Rob Latour/Shutterstock)

April 2023: Kendall & Bad Bunny Go Horseback Riding

Kendall did one of her favorites activities with her new beau on April 2. The pair went horseback riding at the Hidden Hills Equestrian Center in California. Bad Bunny sat behind Kendall on the horse as they took turns riding. They spent about 90 minutes riding horses together on their romantic date, according to TMZ.

April 2023: Kendall & Bad Bunny Get Cozy At Coachella

Coachella 2023 was a love affair for Kendall and Bad Bunny. On April 14, Kendall was seen in the crowd cheering on Bad Bunny during his performance. Two days later, they packed on the PDA in the crowd at the musical festival. Bad Bunny seemed to be whispering something to Kendall as they got super touchy with each other.

May 2023: Kendall & Bad Bunny Attend A Met Gala Afterparty

Kendall and Bad Bunny didn’t walk the 2023 Met Gala red carpet together. However, they did go to the same after-party at Zero Bond in New York City for some late-night fun.

Kendall Jenner
Kendall Jenner at the 2023 Met Gala (Photo: David Fisher/Shutterstock )

May 2023: Kendall & Bad Bunny Go To The Lakers Game

Kendall and Bad Bunny put their relationship front and center at the Los Angeles Lakers game on May 12. They sat courtside at the Arena in Los Angeles while rooting for the home team. They engaged in conversation and shared a lot of laughs during the game.

June 2023: Kendall & Bad Bunny Enjoy A Lunch Date

Kendall and Bad Bunny stepped out for a lunch date in Beverly Hills on June 8. The gorgeous brunette wore a brown leather jacket with blue jeans, while her sexy boyfriend dressed casually in a grey hoodie sweatshirt with brown pants.

July 2023: Kendall & Bad Bunny Go On Vacation To Idaho

Kendall and Bad Bunny enjoyed a romantic summer vacation to Idaho. The two were reportedly spending time at the Gozzer Ranch Golf & Lake Club in Harrison, Idaho. A source told PEOPLE on Jul. 18 amidst the trip that the stars “definitely seem in love, and super serious.” The insider also said that Kendall and Bad Bunny looked “really cute” and “so happy together” on their getaway.

Bad Bunny
Bad Bunny at the 2023 Met Gala (Photo: Carl Timpone/

August 2023: Kendall & Bad Bunny Attend The Drake Concert

Everyone loves a Drake concert — including Kendall and Bad Bunny. The couple couldn’t keep their hands off each other at Drake’s show in Inglewood, California on August 14. In a viral TikTok video taken by a fan, Kendall and Bad Bunny held hands and danced to Drake’s music. Kendall’s sister Kim Kardashian stood next to them but didn’t seem bothered by their PDA. An eyewitness told Page Six that Kendall and Bad Bunny were “making out” during the concert.

August 2023: Bad Bunny Wears A Necklace Dedicated To Kendall

Bad Bunny wore a “K” necklace in a close-up image of himself that he shared to his Instagram Story on August 27. The rapper’s piece of jewelry seemingly referenced his gorgeous girlfriend. He also posted a video of a chipmunk while on a walk and Kendall could be heard talking in the background.

September 2023: Kendall and Bad Bunny Partner With Gucci

Kendall and Bad Bunny posed in pictures together for Gucci’s travel line Valigeria. Photos were released on September 30 featuring the pair walking through an airport with the brand’s luggage.

October 2023: Bad Bunny Releases ‘Fina’

After releasing his track “Fina,” fans speculated that Bad Bunny hinted at having sex with Kendall at one of her sister’s houses.

“Que yo soy un bellaco, pero tú me gana’ / Bien arrebata’o chingando en casa de tu hermana,” he sings in one verse, which translates to, “That I am a scoundrel, but you beat me / Good snatch or f**king at your sister’s house.”

October 2023: Bad Bunny Gives Nod to Kendall in ‘Saturday Night Live’ Promo

The nod to Kendall on Saturday Night Live seemed to hint that a romance is going on between them and proved that the singer can enjoy poking fun at his lady love. The moment happened during a new promo for an SNL episode he is featured in. He was standing and talking with cast member Heidi Gardner when he nonchalantly swatted a mosquito away from her face. He lunged for the mosquito while telling her, “Be careful, Heidi! The mosquitoes.” She then flirtatiously laughed in response to the “heroic” act.

The joke seemed to reference a video from the rapper’s vacation with Kendall where the two were out enjoying nature in a viral clip. In the video, they came across a chipmunk and the woman who is believed to be Kendall said, “the cutest thing ever” and tried to lure it closer. “Mami, be careful,” Bad Bunny said. She then asked, “Rabies?” to which he replied, “The mosquitos.”

November 2023: Kendall Sparks Rumors She Split from Bad Bunny

On November 14, Kendall shared a scenic Instagram post of a tranquil sunset backdrop with a caption that read, “What’s meant for me will simply find me.” The empowering statement is from Kendall’s summer 2023 Calvin Klein campaign. Her post sparked speculation with fans that Kendall and Bad Bunny broke up. Neither star has spoken out about the rumors.

December 2023: Kendall and Bad Bunny Have Reportedly Split

A source told PEOPLE that, as suspected, Kendall and Bad Bunny called it quits. No reason was given, but Kendall was seen out and about on her own with friends in Aspen, CO that same week.

January 2024: Kendall and Bad Bunny Reunite in Barbados

Despite their breakup, Kendall and Bad Bunny reportedly started the New Year together. The former couple were reportedly together with a group of friends in Barbados, according to a report from TMZSources told the outlet that even though they broke up, they’re still friends, and they spent the holiday with friends, including Justin and Hailey Bieber. Insiders did say that despite the reunion, they aren’t back together.

Another insider told Daily Mail that the two are on good terms, but for now, they aren’t rekindling their romance. “They are very friendly with each other and again, something might happen when they have more time to spend with each other, but they are not giving it time it would deserve to make it work,” they said.

Amid the rumors, Kendall did post a photo of herself on a beach, while reflecting on the new year. “ears pass, and they seem faster and faster. presence and time is all i can ask for. so grateful for what has past, so optimistic for what’s to come. go love on the people you hold close to your heart, and don’t waste a second,” she wrote. “2024, shower me with love and laughter, gratitude and growth, patience and presence.”