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The Definitive List: All Of Kendall Jenner's Boyfriends And Her Shocking 2025 Relationship Status

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Kendall Jenner, the world's highest-paid supermodel and a fixture of the Kardashian-Jenner dynasty, has always maintained a fiercely private stance on her romantic life, a stark contrast to her famous family. This privacy has only fueled intense public curiosity and speculation, leading to a sprawling list of rumored and confirmed partners that spans the worlds of music, fashion, and, most notably, the NBA. As of late December 2025, the question of who holds the coveted title of her "current boyfriend" has finally been answered by multiple sources, revealing a surprising reunion with a former flame that has the internet buzzing.

Unlike her sisters, Kendall has rarely discussed her relationships on her family's reality shows, stating a desire to keep her personal life separate from the spotlight. However, her dating history—a timeline featuring some of the biggest names in pop culture and professional sports—tells a compelling story of high-profile, yet often low-key, romances. This is the definitive, updated guide to every significant man on the Kendall Jenner boyfriend list, culminating in the confirmed status of her on-again, off-again love story in 2025.

The Exclusive List: Kendall Jenner's Confirmed and Significant Relationships

Kendall Jenner's dating timeline is famously packed with NBA players, a pattern that has become a running joke and a source of fascination for fans and media alike. While she has been linked to dozens of celebrities over the years, the following list details the most significant and publicly acknowledged relationships that form her official dating history.

  • Harry Styles (Singer, Songwriter, Actor)
    • Timeline: On-and-off from late 2013 to 2016 (and later reunions).
    • Details: The relationship began with a series of high-profile dates, including a ski trip to Mammoth and a yacht vacation in Anguilla. The pair, dubbed "Hendall," were never officially exclusive but maintained a close, on-again, off-again connection for years. Sources later claimed Styles was her "first real relationship."
  • A$AP Rocky (Rapper, Record Producer, Fashion Icon)
    • Timeline: July 2016 to August 2017.
    • Details: Real name Rakim Mayers, A$AP Rocky was one of Kendall's more serious public relationships during this period. They were spotted together at the Met Gala, on a date in Paris, and at various fashion events, though they always downplayed the romance in interviews.
  • Blake Griffin (NBA Player)
    • Timeline: August 2017 to early 2018.
    • Details: A professional basketball star and Slam Dunk Contest champion, Griffin was the first of Kendall's high-profile NBA boyfriends. Their relationship became public after they were spotted on several dinner dates in New York City and Los Angeles, though they too kept things intentionally low-key.
  • Ben Simmons (NBA Player)
    • Timeline: May 2018 to May 2019 (on-again, off-again).
    • Details: The relationship with the Australian professional basketball player, Ben Simmons, was an on-again, off-again affair that lasted for approximately a year. They were seen together at a Fourth of July pool party hosted by Khloé Kardashian, but their romance eventually fizzled out due to conflicting schedules and distance.
  • Devin Booker (NBA Player)
    • Timeline: April 2020 to November 2022 (initial run); Rekindled in 2024 and 2025.
    • Details: Booker, a shooting guard for the Phoenix Suns, was Kendall's longest and most public relationship to date. They went Instagram official on Valentine's Day 2021. Their initial breakup occurred in November 2022, but their enduring connection has defined her recent dating life.
  • Bad Bunny (Rapper, Singer, Reggaeton Star)
    • Timeline: February 2023 to late 2023.
    • Details: Bad Bunny, whose real name is Benito Antonio Martínez Ocasio, marked a shift away from the NBA. Their romance was highly publicized, featuring courtside appearances and a joint campaign for Gucci. The pair reportedly split in late 2023, with sources citing the model's desire to be single for a while.

The NBA Connection: Why Kendall's Dating Pattern is a Phenomenon

The term "Kendall Jenner's NBA Boyfriends" is an entity in itself, highlighting a clear pattern in her romantic choices. Out of her most serious relationships, three have been with professional basketball players: Blake Griffin, Ben Simmons, and Devin Booker. This distinct preference has led to numerous discussions about the intersection of celebrity, sports, and the Kardashian family’s influence.

The common thread among her partners—whether they are NBA stars, a global pop icon like Harry Styles, or a legendary rapper like A$AP Rocky—is a level of fame that matches her own, yet often involves a private, non-Hollywood lifestyle. This allows her to maintain the low-key approach she prefers, keeping relationship drama off the set of The Kardashians.

Her relationship with Devin Booker, in particular, was the one she allowed the most public glimpses into, sharing rare photos on social media and discussing him subtly in interviews. This two-year commitment (2020-2022) set a new standard for her personal life, showing a desire for a stable, long-term partnership despite the pressures of her career.

The Latest Update: Kendall Jenner's Confirmed 2025 Relationship Status

Following her highly-publicized, short-lived romance with Bad Bunny (Benito Antonio Martínez Ocasio) in 2023, the supermodel entered a period of intense speculation. Rumors briefly linked her to other figures, including Byredo founder Ben Gorham, but these were largely dismissed as "Kardashian clickbait" or friendly outings.

The most definitive and current information, however, points back to the man she dated for two years: Devin Booker. After their initial split, the pair began to explore a reconciliation in early 2024. This on-again, off-again dynamic continued, but recent reports from late 2024 and early 2025 have confirmed a significant development.

Sources close to the couple confirmed in February 2025 that Kendall Jenner and Devin Booker are "fully back on" and "very much together." While they continue to prioritize privacy, avoiding major public dates, their rekindled romance is reportedly strong. The couple, often referred to as "Dook" by fans, is committed to keeping their bond out of the intense media spotlight, a strategy that has seemingly allowed their relationship to thrive through multiple breakups and reconciliations.

This commitment to privacy is a hallmark of Kendall's dating style. The model, born in November 1995, has consistently chosen partners who are established in their own right but who also respect her desire to keep her personal life sacred. This latest chapter with the Phoenix Suns star reinforces the idea that, despite the global fame of the Kardashian-Jenner family, Kendall values a genuine, private connection above all else.

In summary, as of late December 2025, the answer to the burning question is clear: Kendall Jenner is in a committed, yet highly private, relationship with Devin Booker, marking a powerful return to her longest-running and most stable romantic partnership.

kendall jenner boyfriend list
kendall jenner boyfriend list

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