7 Shocking Twists In The Kendall Jenner And Bad Bunny Relationship Timeline: What Caused The Second 2024 Split?

The whirlwind romance between supermodel Kendall Jenner and global music sensation Bad Bunny (Benito Antonio Martínez Ocasio) has been one of the most talked-about celebrity pairings in recent memory, marked by intense privacy and dramatic public reunions. As of today, December 11, 2025, the couple’s status remains officially split, following a surprising second breakup that occurred in the summer of 2024.

Their relationship, which spanned just over a year with a significant break in the middle, captured the internet’s attention from the first sighting, fueled by their contrasting public personas and a shared commitment to keeping their private life out of the spotlight. The story of "Kenito" is a complex narrative of demanding careers, conflicting schedules, and the challenges of maintaining a low-profile romance under a massive global spotlight.

Full Profile: Kendall Jenner and Bad Bunny

The pairing of a high-fashion model from the world’s most famous reality TV family and a chart-topping Puerto Rican rapper created a true celebrity power couple, each bringing massive star power to the relationship.

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Kendall Jenner (The Supermodel)

• Full Name: Kendall Nicole Jenner
• Born: November 3, 1995
• Birthplace: Los Angeles, California
• Family: Daughter of Kris Jenner and Caitlyn Jenner (formerly Bruce Jenner). She is a key figure in the Kardashian-Jenner family, famous for the reality show Keeping Up with the Kardashians and its successor, The Kardashians.
• Career: Jenner is one of the world's highest-paid supermodels, walking for major fashion houses like Chanel, Fendi, and Versace. She is also an entrepreneur, notably with her 818 Tequila brand.
• Previous Relationships: Her dating history includes NBA players like Devin Booker.

Bad Bunny (The Global Artist)

• Full Name: Benito Antonio Martínez Ocasio
• Born: March 10, 1994
• Birthplace: Vega Baja, Puerto Rico
• Career: Known professionally as Bad Bunny, he is a Puerto Rican rapper, singer, and songwriter who has been instrumental in bringing Latin trap and Spanish-language music to a global audience. His albums, such as Un Verano Sin Ti, have broken numerous streaming records worldwide.
• Accolades: A multiple Grammy and Latin Grammy Award winner, he is one of the most streamed artists in the world.
• Public Persona: Bad Bunny is known for his unique fashion sense, genre-bending music, and for maintaining a highly private personal life, a stark contrast to the Jenner family's media openness.

A Timeline of Their On-Again, Off-Again Romance

The relationship between Kendall and Benito was a series of intense highs and quiet lows, often defined by their efforts to manage a demanding public life with a fiercely protected private connection. Their journey included two distinct phases of dating, making their timeline particularly dramatic.

1. February 2023: The First Spark. Rumors began to swirl after the pair were spotted on a double date with Hailey Bieber and Justin Bieber in Los Angeles. This sighting quickly confirmed that the supermodel and the Puerto Rican artist were more than just friends.
2. April 2023: Coachella PDA. Their romance was all but confirmed when Kendall was seen supporting Bad Bunny at the Coachella Valley Music and Arts Festival. They were later seen getting cozy and sharing a kiss, signaling a new level of public commitment.
3. Summer 2023: Private Yachting and Public Dates. Throughout the summer, the couple was spotted on various intimate dates, including a vacation on a private yacht and a front-row appearance at an NBA Playoffs game. Despite the sightings, they rarely spoke about each other in interviews, maintaining a boundary of privacy.
4. December 2023: The First Breakup. After nearly a year of dating, sources confirmed that the couple had quietly split just before the holidays. The primary reason cited was the difficulty of aligning their incredibly demanding and conflicting schedules.
5. May 2024: The Met Gala Reunion. In a major twist, the ex-couple was spotted getting cozy at a Met Gala after-party, sparking immediate reconciliation rumors. Just weeks later, sources confirmed they were officially back together, having rekindled their romance on fashion’s biggest night.
6. June 2024: Paris Fashion Week Date. Following their reconciliation, the pair made a high-profile appearance in Paris, closing out Men's Fashion Week with a romantic dinner date at the Italian restaurant Ferdi, proving their renewed connection was serious.
7. Summer/September 2024: The Second, Quiet Split. Despite the May reconciliation, the renewed flame did not last. By the late summer of 2024, reports surfaced that Kendall and Bad Bunny had quietly broken up again. A source indicated that the model simply wanted to be single at the moment, while others again pointed to the immense pressure of their conflicting professional lives.

The Real Reason Behind the Second 2024 Breakup

While their first split in December 2023 was attributed to the classic celebrity curse of a "busy schedule," the second breakup in 2024 appears to have been a final realization that their lifestyles were fundamentally incompatible for a long-term commitment.

Conflicting Career Demands

At the core of both breakups was the insurmountable challenge of their professional lives. Kendall Jenner’s career as a supermodel and reality star requires constant travel for fashion shows (Paris Fashion Week, Milan, New York) and brand commitments.

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Similarly, Bad Bunny was in the middle of planning and executing his massive 2024 world tour, a commitment that demands months of intense focus and non-stop travel. The sheer distance and lack of consistent time together made maintaining a serious relationship nearly impossible.

A Desire for Different Paces

Sources close to the couple suggested that the relationship simply "fizzled out" because they were both doing their own things. The model reportedly came to the conclusion that she preferred to be single, valuing her independence and the ability to focus solely on her career and personal life without the pressure of a high-profile romance.

This desire for a different pace highlights a common difficulty for celebrity couples: the need to choose between a demanding career and a stable personal life. Even after their highly-publicized reconciliation at the Met Gala, the underlying issues of logistics and commitment resurfaced.

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The Private vs. Public Dynamic

Despite Kendall being part of the famously public Kardashian-Jenner family, both she and Bad Bunny made a concerted effort to keep their relationship intensely private. They avoided public displays of affection, rarely posted about each other on social media, and offered minimal comments to the press.

This commitment to a private romance, while admirable, may have also contributed to the difficulty in establishing a deep, public-facing partnership that could withstand the constant scrutiny and geographical separation. The lack of public integration, which is typical for the Kardashian world, kept their relationship in a somewhat isolated and fragile bubble.

Ultimately, the story of Kendall Jenner and Bad Bunny is a modern celebrity tale of two global icons whose individual success and demanding careers proved to be the biggest obstacle to their shared happiness. While they remain on good terms and even in contact, their current status as of late 2024 is definitively broken up, leaving fans to wonder if a third act of their dramatic love story is still possible.