Kendall Jenner & Bad Bunny: Look Back at the Former Couple’s Photos

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December 18, 2023 10:05PM EST
Bad Bunny, Kendall Jenner
NewYorkNewswire/Shutterstock, Larry Marano/Shutterstock

Prior to their reported split, Bad Bunny and Kendall Jenner took their love affair to Coachella, the Met Gala, and everywhere in between. They were one of the hottest romances to come out of 2023.

The now-ex-couple first sparked relationship rumors in February 2023 when Instagram gossip outlet Deux Moi claimed the couple was making out inside a club. In the months that followed, Kendall and Bad Bunny tried to keep their romance away from the public eye, but they couldn’t help being spotted out and about together. Be it having a date night or going horseback riding or at Coachella, the two were often at the same events together. Here, Kendall – wearing a transparent outfit following her appearance at the 2023 Met Gala –made her way to Zero Bond for a Gala after-party, with Bad Bunny following behind. Amid their reported breakup in December 2023, take a look at some of their best moments together, below!

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Bad Bunny and Kendall Jenner’s Former Romance

Bad Bunny and Kendall Jenner’s Former Romance
JosiahW / BACKGRID

Here, Kendall rocked a transparent outfit and made her way to Zero Bond with Benito following behind.

Although they didn’t pack on the PDA at the time, they seemingly coordinated outfits with similar color schemes. The rapper rocked a brown bomber jacket paired with brown trousers and leather boots.

May 2, 2023, 8:01AM
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Kendall Jenner & Bad Bunny

Kendall Jenner & Bad Bunny
BACKGRID

Kendall Jenner and Bad Bunny enjoyed a day date in Beverly Hills on Jun. 22, 2023. The rapper drove the model in a vintage pickup truck and they both appeared to be laughing nonstop.

June 22, 2023, 6:41PM
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Kendall Jenner & Bad Bunny

Kendall Jenner & Bad Bunny
The Daily Stardust / BACKGRID

Kendall Jenner rocked snakeskin pants for dinner with her beau Bad Bunny. Those pants hugged every inch of her body.

June 21, 2023, 10:47AM
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Kendall Jenner & Bad Bunny With Friends

Kendall Jenner & Bad Bunny With Friends
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Kendall Jenner and Bad Bunny enjoyed a sushi outing with friends in West Hollywood. Kendall rocked snakeskin pants and a white t-shirt, while Bad Bunny rocked a t-shirt and white pants.

June 21, 2023, 10:47AM
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Kendall Jenner & Bad Bunny grab lunch

Kendall Jenner & Bad Bunny grab lunch
Thecelebrityfinder/MEGA

Kendall Jenner and Bad Bunny step out together for a casual lunch date in Beverly Hills. Kendall wore a brown leather jacket and a white crop top, while Bad Bunny wore a grey hoodie sweatshirt.

June 9, 2023, 8:46AM
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Kendall Jenner Leaves Giorgio Baldi

Kendall Jenner Leaves Giorgio Baldi
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Kendall Jenner was spotted in a leather outfit as she attended a birthday party for Yung Taco on May 14, 2023. The reality star left the restaurant while wearing a matching outfit with Bad Bunny.

May 15, 2023, 10:21AM
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Bad Bunny Leaves Giorgio Baldi

Bad Bunny Leaves Giorgio Baldi
ALEXJR / BACKGRID

Bad Bunny was spotted wearing a leather jacket and matching pants as he left Giorgio Baldi to head to Shore Bar on May 14, 2023. He sipped a glass of wine as he left the eatery.

May 15, 2023, 10:21AM
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Kendall Jenner and Bad Bunny’s Courtside Laughter

Kendall Jenner and Bad Bunny’s Courtside Laughter
Spidey / BACKGRID

Kendall Jenner and her beau Bad Bunny had a great time enjoying the game and some laughs with their pal Taco at the Lakers vs Golden State game in Los Angeles. They both wore snakeskin boots.

May 13, 2023, 10:50AM
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Kendall Jenner and Bad Bunny watch a game

Kendall Jenner and Bad Bunny watch a game
Spidey / BACKGRID

Kendall Jenner and her beau Bad Bunny cheered on the Lakers. They also enjoyed drinks.

May 13, 2023, 10:50AM
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Bad Bunny & Kendall Jenner Attend A Met Gala After-Party

Bad Bunny & Kendall Jenner Attend A Met Gala After-Party
JosiahW / BACKGRID

After attending the 2023 Met Gala on May 1, Kendall Jenner heads to Zero Bond wearing practically zero clothing. Bad Bunny follows behind, dressed more sensibly (but, let’s be fair, he couldn’t pull the look off.)

Days before attending the Met Gala, Benito and Kendall had dinner together at the Carbone restaurant in New York City. Kendall wore a sheer brown sleeveless crop top, while Benito sported some vaquero-inspired fashion. This dinner came days after the two caught a Tyler, The Creator concert together in Los Angeles. 

May 2, 2023, 8:01AM
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Bad Bunny & Kendall Jenner On A Date Night In NYC

Bad Bunny & Kendall Jenner On A Date Night In NYC
JosiahW / BACKGRID

Bad Bunny and Kendall Jenner enjoy a date night at the Pergola hookah bar in New York. The new couple has enjoyed some high-profile date nights, despite their efforts to keep their love out of the public’s eye. 

The secrecy is for a reason. Some fans online have voiced their displeasure at Benito, a proud Puerto Rican, for dating a woman who was once accused of being a culture vulture (including how she was accused of cultural appropriation when she launched her 818 Tequila brand.)

May 2, 2023, 9:23AM
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Kendall Jenner & Bad Bunny In The Back Seat

Kendall Jenner & Bad Bunny In The Back Seat
MEGA

Kendall Jenner and Bad Bunny get dinner at Carbone and then get driven by friends in a blue Mercedes Benz to the Pergola bar. 

It’s unclear when Benito and Kendall first began dating. Their romance caught the public eye in February 2023. From 2017 to 2022, Benito was involved with Gabriela Berlingeri. There were rumors of a breakup towards the end of ’22, but nothing definitive – until Bunny began hopping around with Kendall.

May 2, 2023, 8:52AM
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Kendall Jenner & Bad Bunny At Coachella 2023

Kendall Jenner & Bad Bunny At Coachella 2023
Roger / BACKGRID

Kendall Jenner and Bad Bunny enjoy the last day of the first weekend of the Coachella Music Festival in Indio, CA. Kendall would be spotted dancing along to Bunny’s set. 

May 2, 2023, 8:29AM
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Kendall Jenner & Bad Bunny Show Some PDA at Coachella

Kendall Jenner & Bad Bunny Show Some PDA at Coachella
Roger / BACKGRID

Kendall Jenner gets close to Bad Bunny at Coachella. The romance at this point was just a few months old. Would it last?

Kendall has been involved with musicians (Nick Jonas, Harry Styles, ASAP Rocky) and sports stars (Devin Booker, Ben Simmons, Blake Griffin). Could Benito be the one to fully capture her heart? Or will the romance leave him writing a follow-up to Un Verano Sin Ti? Only time will tell.

May 2, 2023, 8:29AM