Kendall Jenner, a name synonymous with high fashion and reality TV royalty, has always approached her personal life with a level of discretion that’s both intriguing and commendable. Unlike the open book policy of her famous family, Kendall has chosen a path of privacy, especially when it comes to her romantic entanglements. This decision, as revealed by Farnaz Farjam, the executive producer of *Keeping Up with the Kardashians*, was rooted in a personal rule set by Kendall herself. She determined early on that any potential partner must be in her life for at least a year before facing the glare of the public eye, a testament to her desire to sift genuine connections from fleeting ones.
In a candid revelation to Vogue Australia in 2019, Kendall articulated her stance on keeping her romantic life away from the prying eyes of the media. She underscored the value she places on her relationships, treating them as sacred territories untouched by the chaos of public scrutiny. This approach, she believed, was her shield against the drama that often accompanies public figures’ love lives.
Despite her efforts to maintain privacy, Kendall’s romantic connections have been the subject of public fascination, linking her with notable personalities across the entertainment and sports worlds. From her youthful fling with pop sensation Harry Styles to her more mature relationships with NBA stars like Devin Booker, and even a brief romance with the music sensation Bad Bunny, Kendall’s love life has painted a diverse and intriguing picture.
Kendall Jenner’s Notable Romantic Connections
Bad Bunny (February 2023–December 2023)
The beginning of 2023 saw Kendall stepping out with Bad Bunny, marking the start of a whirlwind romance that caught the attention of fans worldwide. Their relationship, confirmed through sightings and insider reports, seemed to be a blend of cultural exploration and mutual admiration. Bad Bunny, known for his charismatic presence and musical prowess, brought a new dynamic to Kendall’s dating history. Despite the initial excitement and the public’s keen interest in this pairing, the relationship concluded towards the end of 2023, leaving fans speculating about the reasons behind their split.
Devin Booker (April 2020–November 2022)
Kendall’s relationship with Devin Booker was a significant chapter in her romantic history, marked by shared moments that ranged from intimate road trips to public acknowledgments of their bond. Starting in the spring of 2020, their relationship evolved against the backdrop of a global pandemic, offering glimpses of stability and mutual support. However, the demands of their respective careers eventually led to their separation, a decision that, while difficult, was made with mutual respect and admiration for each other’s journey.
Ben Simmons (July 2018–May 2019)
The summer of 2018 brought Kendall and Ben Simmons together, a relationship that unfolded under the watchful eyes of the public and the media. Their time together was filled with moments that fans eagerly dissected, from social media snippets to public outings. Despite the joy and connection they shared, their romance concluded in the spring of 2019, a decision attributed to the natural course of their relationship rather than any singular event.
Blake Griffin (August 2017–February 2018)
Kendall’s liaison with Blake Griffin was a foray into a relationship that blended the worlds of fashion and sports. Their romance, characterized by its low profile and private moments, was a testament to Kendall’s desire to maintain a semblance of normalcy amidst her public life. However, the geographical and professional changes in Blake’s life eventually led to their amicable separation.
A$AP Rocky (July 2016–early 2017)
The connection between Kendall and A$AP Rocky was a vibrant chapter in her dating history, marked by shared interests in fashion, music, and culture. Their relationship, though private, offered moments of public affection that hinted at a deep bond. Despite the potential for a lasting connection, their romance gradually faded, paving the way for new beginnings.
Jordan Clarkson (2016)
Jordan Clarkson’s entry into Kendall’s life introduced her to the world of NBA romances, a theme that would recur in her subsequent relationships. Their time together was a blend of youthful exploration and mutual admiration, highlighted by shared moments at public events and private gatherings. Though their romance was not long-lived, it set the stage for Kendall’s future relationships.
Harry Styles (January 2015–early 2016)
Kendall’s relationship with Harry Styles was a poignant reminder of her ability to form meaningful connections amidst the chaos of fame. Their romance, filled with moments of tenderness and mutual respect, offered Kendall a glimpse into the complexities of dating in the public eye. Despite the eventual end of their romantic relationship, Kendall and Harry maintained a friendship that speaks volumes about their character and respect for one another.
Kendall Jenner’s romantic history is a tapestry of experiences that have shaped her approach to love, privacy, and personal growth. Each relationship, with its unique set of challenges and moments of joy, has contributed to Kendall’s journey as a woman navigating the complexities of life in the spotlight.