A Timeline of Bad Bunny and Kendall Jenner's Whirlwind Romance

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February 2023: Bad Bunny and Kendall Jenner Are First Romantically Linked

Image Source: Getty / Stewart Cook / Kevin Mazur

On Feb. 16, the celebrity gossip account DeuxMoi shared a blind item that suggested Bad Bunny and Jenner were spotted kissing. “This single, famous model sister was seen playing tonsil hockey with Bad Bunny at a private L.A. club last night,” the account wrote on Instagram (via Cosmopolitan). “So I’m revealing it was Kendall Jenner and Bad Bunny. I have witnesses on the scene who saw her in the club.”

Days later, on Feb. 19, TMZ shared photos of the stars leaving the same restaurant after seemingly going on a double date with Justin and Hailey Bieber.

On Feb. 20, People reported that the pair met through mutual friends shortly after the rapper moved to Los Angeles. “[They] are spending time together,” a source told the publication. “She likes him and is having fun. He is different from guys that she dated in the past. He is very charming.”

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April 2023: Kendall Jenner Supports Bad Bunny at Coachella

Bad Bunny made history with his Coachella performance by becoming the first Spanish-language artist to headline the festival’s main stage. Considering it was such a huge night for the rapper, Jenner didn’t miss out on celebrating her boyfriend.

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May 2023: Bad Bunny and Kendall Jenner Reportedly Get “More Serious”

By May, Bad Bunny and Jenner appeared to be fully smitten. A source told People that the stars were “getting more serious” and had been inseparable. “It was a slow start, but they spend almost every day together now,” the source said. “He hangs out with her friends and she hangs out with his.”

In fact, the insider claimed the couple was dating exclusively. “It’s more of a relationship now,” they added. “Kendall is not seeing anyone else. She really likes him.”

On May 1, Bad Bunny and Jenner were photographed attending a Met Gala afterparty together hosted by Diddy and Doja Cat. And days later on May 12, the pair made their first public appearance together at a Lakers playoff game. The duo was photographed sitting courtside, where their matching boots were on full display. Over the course of the game, the stars also showed off a bit of PDA by talking and laughing with each other.

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June 2023: Bad Bunny and Kendall Jenner Dodge Questions About Their Relationship

In a June 21 interview with Rolling Stone, Bad Bunny remained tight-lipped when asked about his relationship with Jenner. “I know something is going to come out. I know [people are] going to say something. People know everything about me, so what’s left for me to protect? My private life, my personal life,” he said. “In the end, the only thing I have is my privacy.”

Jenner was also asked about the speculation she’s dating Bad Bunny, however, the model opted to discuss dating in general rather than her specific relationship with the rapper. “I try [to] find the balance of keeping things private and keeping things sacred [and] also not letting the unfortunate frustration and stress of everyone trying to get in on it stop me from enjoying my side,” she told WSJ Magazine about dating in the spotlight. “Does that make sense? I’ll go out of my way to do things as privately as possible because I just think that that’s the healthier way of dealing with relationships anyway.”

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August 2023: Bad Bunny and Kendall Jenner Attend Drake’s Concert

Image Source: Getty / Jamie McCarthy / Emma McIntyre

On Aug. 13, Bad Bunny and Jenner continued to flaunt their relationship by attending a Drake concert together. In a video captured by a fan, the stars were seen embracing each other and holding hands as they danced. They also lovingly held each other’s faces while whispering.

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September 2023: Bad Bunny and Kendall Jenner Attend Milan Fashion Week

Bad Bunny and Jenner made their second public appearance together during Milan Fashion Week. On Sept. 22, the stars were photographed making their way to the Gucci Ancora show together before sitting side by side for the actual event.

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October 2023: Bad Bunny Subtly References Kendall Jenner Romance

Ahead of his “Saturday Night Live” hosting stint, Bad Bunny gave a cheeky nod to his romance with Jenner in a promo for the show. In the clip, the musician steps in to save “SNL” cast member Heidi Gardner from a mosquito. “Be careful, Heidi, the mosquitos,” he says, which seems like a reference to an Instagram video he posted back in August where he tells Jenner to be careful with the mosquitos.

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