The Ultimate 2025 Dating Dossier: Is Kendall Jenner Single, Back With Devin Booker, Or Reuniting With Bad Bunny?

As of late 2025, the question of who Kendall Jenner is actually dating remains one of the most confusing and hotly debated topics in celebrity news, with insider reports offering wildly contradictory accounts. The supermodel's love life has been a whirlwind of speculation, caught between a rumored reconciliation with her NBA ex and a surprise public sighting with her Grammy-winning musician ex, all while sources insist she is completely unattached. This article breaks down the three major narratives dominating the headlines right now, giving you the full picture of the model's complex romantic status.

The year 2025 has cemented Kendall Jenner's reputation as one of the most private yet most-rumored-about celebrities in the world, successfully keeping her true romantic status a mystery. Whether she is quietly dating a long-time flame, rekindling a high-profile romance, or simply focusing on her career, the constant flow of contradictory reports means fans are always on high alert for the next cryptic clue.

Kendall Jenner and Key 2025 Suitor Profiles

To understand the current state of the supermodel's love life, it is essential to know the key players involved in the 2025 dating speculation.

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Kendall Jenner: Supermodel and Media Personality

• Full Name: Kendall Nicole Jenner
• Born: November 3, 1995 (Age 30 in late 2025)
• Birthplace: Los Angeles, California, U.S.
• Occupation: Model, Socialite, Media Personality, Businesswoman (818 Tequila)
• Claim to Fame: Rose to prominence on the E! reality television show *Keeping Up with the Kardashians* and later achieved supermodel status, walking for high-fashion houses globally.
• Key Entity: Member of the Kardashian-Jenner family, one of the world's highest-paid models.

Devin Booker: NBA Star Ex-Boyfriend

• Full Name: Devin Armani Booker
• Born: October 30, 1996
• Birthplace: Grand Rapids, Michigan, U.S.
• Occupation: Professional Basketball Player
• Team: Phoenix Suns (NBA)
• Relationship History with Jenner: The pair first sparked rumors in 2020 and had an on-again, off-again relationship before a reported split in late 2022.
• Key Entity: Three-time NBA All-Star, Olympic Gold Medalist.

Bad Bunny: Global Music Icon Ex-Boyfriend

• Full Name: Benito Antonio Martínez Ocasio
• Born: March 10, 1994
• Birthplace: Vega Baja, Puerto Rico
• Occupation: Rapper, Singer, Songwriter, Actor
• Claim to Fame: Pioneer of Latin trap and reggaeton, known for global hits and breaking streaming records.
• Relationship History with Jenner: The two dated publicly from early 2023 to late 2024.
• Key Entity: Grammy Award winner, one of the world's most-streamed artists.

The Devin Booker Reconciliation Rumors: Private and 'Very Much Together'

The most persistent narrative throughout 2025 has been the quiet, private rekindling of the romance between Kendall Jenner and NBA star Devin Booker.

February 2025: Sources Confirm They're 'Back On'

Reports in February 2025 suggested that Jenner and Booker were "fully back on" and "very much together." This reconciliation reportedly began in late 2024 and carried into the new year. The couple is known for their desire to keep their relationship out of the public eye, which only fuels the speculation.

September 2025: The NYC Hotel Sighting

Speculation reached a fever pitch in September 2025 during New York Fashion Week (NYFW). Kendall Jenner and Devin Booker were reportedly spotted leaving the same New York City hotel, albeit discreetly and separately. This sighting was interpreted by many fans and media outlets as confirmation that their private romance was still very much active.

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The repeated sightings and insider reports suggest a level of comfort and commitment between the two, indicating that if Jenner is dating anyone, the Phoenix Suns shooting guard is the most likely candidate. Their history is long and their connection is undeniable, often leading to a cycle of breakups and makeups.

The Bad Bunny Surprise: A 2025 Met Gala Reunion?

Just when the Devin Booker rumors seemed to be settling, a surprise sighting involving Bad Bunny, the Puerto Rican rapper, threw a wrench into the narrative.

The Met Gala 2025 Appearance

While their relationship was widely reported to have ended in September 2024, reports surfaced that Kendall Jenner and Bad Bunny reunited at the 2025 Met Gala. The Met Gala has historically been a significant event for their relationship, and their appearance together was a major talking point, instantly reigniting rumors of a possible reconciliation or at least a friendly relationship.

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The nature of their interaction—whether purely platonic or romantically charged—remains a mystery, but the public reunion of a high-profile ex-couple at such a major event is enough to keep the Bad Bunny entity firmly in the "Kendall Jenner dating 2025" conversation. Their relationship was a "rollercoaster of passion," and fans are constantly guessing about their status.

The 'Completely Single' Insiders: The Third 2025 Narrative

A third, equally strong narrative emerged in late 2025, directly contradicting the Booker and Bad Bunny rumors: Kendall Jenner is reportedly "completely single" and focusing on herself.

Late 2025 Status: Investing in Herself

As of late November 2025, sources close to the model revealed a clear stance: Kendall is unattached. This report suggests that despite the sightings, Jenner is prioritizing her own life and career, including her 818 Tequila brand and her high-fashion commitments.

This "single" status also comes with the denial of new rumors. For instance, sources explicitly denied any romantic link between Jenner and Grammy-winning producer Tobias Jesso Jr., which had been circulating in early 2025. The denial of these new, smaller rumors lends credibility to the idea that she is not "entertaining multiple people" but is genuinely taking a break from high-profile dating.

Conclusion: The Mystery of Kendall’s 2025 Love Life

The "Kendall Jenner dating 2025" search is a perfect case study in celebrity media speculation. The truth is likely somewhere in the middle of these three narratives. She may be single but still engaging in casual, private meet-ups with Devin Booker, a pattern that has defined their long-term relationship. The Bad Bunny sighting could have been a friendly, one-off event.

What is clear is that Kendall Jenner is one of the few members of the Kardashian-Jenner family who consistently manages to keep her romantic life out of the public eye. Until an official announcement is made—a rarity for the notoriously private model—the debate over whether she is dating Devin Booker, Bad Bunny, or simply enjoying her single life will continue to dominate the headlines well into 2026. For now, the most accurate answer is the one she seems to prefer: her love life is a closely guarded secret.