Kendall Jenner and Bad Bunny surprised fans in February 2023 when their romantic connection became public. By the year’s end, it seemed their relationship had ended, but reports of reconciliation soon emerged, confirming they were back together.
The model, who previously dated NBA player Devin Booker, reportedly met the Grammy-winning Puerto Rican artist through mutual friends when he relocated to Los Angeles in early 2023.
Jenner and Bad Bunny’s love story takes center stage at a private party (@kendalljenner/Instagram)
Their low-profile yet high-interest romance included outstanding outings such as Coachella in April and frequent date nights in Los Angeles.
Here’s a detailed timeline of their relationship, from its beginnings to their reunion.
June 23, 2024: A Parisian Date at Fashion Week
The pair enjoyed a romantic dinner at Ferdi, an Italian restaurant near the Champs Élysées, to close Men’s Fashion Week in Paris. Gigi Hadid joined them later in the evening, and the trio attended a private party at the Perfumery near the Palais-Royal.
Jenner looked stylish in a steel-gray outfit from Kylie Jenner’s Khy brand, while Bad Bunny matched her vibe with a light gray suit and black accents.
June 11, 2024: A Trip to Puerto Rico
The couple was seen in Puerto Rico, enjoying a cozy dinner date. A viral video captured them at a table surrounded by empty glasses, with Jenner wearing a stunning backless red dress and Bad Bunny dressed in a casual black hoodie and blue cap.
May 30, 2024: Confirmation of Rekindled Romance
Multiple sources confirmed to People that Jenner and Bad Bunny were officially together again after weeks of sightings.
Insiders revealed the duo was prioritizing time together, with no lingering drama from their previous breakup. They described their connection as magnetic, suggesting their time apart strengthened their bond.
May 27, 2024: Miami Weekend Spotted Together
The couple was photographed leaving a luxury Miami hotel and enjoyed several outings over Memorial Day weekend. Their activities included dining at Bad Bunny’s Gekko restaurant and a casual lunch at Grutman’s Casadonna.
May 17, 2024: Kendall at His Florida Concert
Jenner was spotted at Bad Bunny’s concert in Orlando, blending into the crowd with merch from his Most Wanted Tour. A source noted their strong chemistry and mutual appreciation for keeping things casual and pressure-free.
May 7, 2024: Exiting a NYC Hotel Separately
The model and singer were photographed leaving the same hotel in New York’s TriBeCa area the morning after their Met Gala reunion, maintaining their low-key approach to public appearances.
May 6, 2024: Reunited at the Met Gala
Though they arrived separately for the Met Gala, the pair spent time together at Emily Ratajkowski’s after-party, where they were seen laughing, chatting, and sharing affectionate moments.
January 1, 2024: Ringing in the New Year Together
Despite their split, Jenner and Bad Bunny celebrated New Year’s in Barbados with friends. Although they traveled on separate flights, their time together indicated their amicable dynamic post-breakup.
December 17, 2023: Breakup Confirmed
An insider confirmed the end of their romance, citing busy schedules and a shared understanding that their relationship was unlikely to be long-term. Despite the separation, they reportedly wished each other well and remained on good terms.
October 22, 2023: Kendall at His SNL After-Party
The two were photographed arriving at L’Avenue in New York to celebrate Bad Bunny’s hosting and musical performance on Saturday Night Live. Jenner dressed casually in a bomber jacket and tailored trousers, while Bunny opted for a cozy knit sweater and jeans.
October 8, 2023: A Concert Night in NYC
The pair attended a Luis Miguel concert at Madison Square Garden, donning coordinated black outfits. Their stylish appearances complemented their low-profile date night.
Kendall Jenner and Bad Bunny’s romance continues to attract fans (@kendalljenner/Instagram)
October 6, 2023: Miami Outing After Latin Music Awards
Following Bad Bunny’s performance at the Billboard Latin Music Awards, the duo enjoyed a day in Miami. Their activities included visiting an art installation and dining at a local barbecue restaurant.
September 30, 2023: Gucci Campaign Collaboration
The couple starred in a campaign for Gucci’s Valigeria luggage collection, showcasing their chemistry through stylish photos that featured the pair posing with travel bags and coordinating outfits.
September 22, 2023: Milan Fashion Week Debut
Sitting front-row at Gucci’s Spring/Summer 2024 show in Milan, Jenner and Bad Bunny displayed their flair for fashion with coordinated looks that highlighted their individual styles.
September 15, 2023: A Day in New York
Jenner and Bad Bunny were seen together in NYC, enjoying a casual stroll and dinner at a celebrity hotspot. Both dressed effortlessly chic, with Jenner in floral knitwear and Bunny in a button-down and jeans.
September 12, 2023: Bunny Addresses Criticism
In a Vanity Fair interview, Bad Bunny discussed maintaining privacy in his personal life, expressing frustration over constant public scrutiny and invasive filming by fans.
August 28, 2023: A Special Necklace Gesture
Fans noticed Bunny wearing a gold necklace with a “K” charm, sparking speculation about the intimate connection symbolized by the jewelry.
August 27, 2023: Rare Instagram Moment
Bad Bunny shared a rare video with Jenner on his Instagram Story, showing the model playfully interacting with a squirrel, offering a look at their personal moments together.
