From Rapper To Oscar Nominee: The Full, Updated Timeline Of Who Kylie Jenner Has Dated

Kylie Jenner’s dating life has consistently been a subject of intense global fascination, often dominating headlines and social media trends. As a central figure in the Kardashian-Jenner empire and a billionaire entrepreneur, her romantic relationships are always under the microscope, moving from long-term partnerships that produced children to her latest, and perhaps most surprising, Hollywood romance. As of December 2025, the latest updates confirm that the beauty mogul’s love life continues to be a blend of high-profile celebrity and unexpected pairings. This article provides a deep dive into the complete, verified timeline of who Kylie Jenner has dated, focusing on the most significant relationships that have shaped her public life.

Kylie Kristen Jenner: A Brief Biography and Profile

Kylie Kristen Jenner was born on August 10, 1997, in Los Angeles, California. She is the youngest daughter of former Olympian Caitlyn Jenner (then Bruce Jenner) and businesswoman Kris Jenner. Jenner rose to fame at a young age, appearing on the E! reality television series *Keeping Up With The Kardashians* starting in 2007. Her career quickly evolved from reality TV personality to a major force in the business world. She is the founder and owner of the successful cosmetics company, Kylie Cosmetics, which launched in 2015. Jenner’s public profile is defined by her role as a media personality, socialite, and businesswoman, making her dating life a constant source of public and media attention. The following is a list of her most publicly known and confirmed relationships.

The Early Years: Rumors and First Loves (2011–2014)

Before her major, long-term relationships, Kylie Jenner was linked to a few other notable figures in the entertainment world. These early romances often coincided with her rise to prominence on reality television.

Jaden Smith (2013)

One of Jenner's earliest confirmed romances was with actor and musician Jaden Smith, the son of Will Smith and Jada Pinkett Smith. The two were close friends for years, and their romantic relationship was widely reported in 2013, though they kept the details relatively private compared to her later pairings.

Tyga (2014–2017)

The relationship with rapper Tyga (Michael Ray Stevenson) was arguably Kylie Jenner’s first highly controversial public romance. The pair first met in 2011 at Kendall Jenner's 16th birthday party, but their romantic involvement began to surface around 2014. The relationship drew significant media scrutiny due to the age difference, as Kylie was still a minor when the rumors of their dating started. The romance was confirmed in 2015, following her 18th birthday. Their three-year, on-again, off-again relationship was heavily documented on social media and *Keeping Up With The Kardashians*, often involving drama with Tyga's ex-fiancée, Blac Chyna. Despite their ultimate split in 2017, Jenner later spoke highly of their time together, saying they would "always have a bond."

The Six-Year Saga: Kylie Jenner and Travis Scott

Kylie Jenner's most significant and transformative relationship to date was with rapper Travis Scott (Jacques Bermon Webster II). Their romance began in 2017, shortly after her split from Tyga, when they were spotted together at Coachella. The relationship quickly became serious, and they welcomed their first child, daughter Stormi Webster, in February 2018. The couple's relationship was characterized by its tumultuous, on-again, off-again nature over a period of six years. They initially broke up in late 2019 but spent time together co-parenting Stormi throughout the pandemic. By 2021, they had rekindled their romance, and in February 2022, they welcomed their second child, a son named Aire Webster. The pair officially split again in early 2023, though they continue to maintain a close co-parenting relationship for their two children. Their relationship defined a major era of Jenner’s life, solidifying her role as a young mother and a partner to one of the world's biggest music artists.

The Current Chapter: Timothée Chalamet and the Unexpected Romance (2023–Present)

The most recent and perhaps most surprising entry in Kylie Jenner's dating history is her relationship with Oscar-nominated actor Timothée Chalamet. Rumors of the pairing first surfaced in April 2023, with reports suggesting the two were "getting to know each other." The initial connection reportedly happened after they were seen talking at the Jean Paul Gaultier show during Paris Fashion Week. The celebrity world was immediately captivated by the unexpected nature of the coupling, which brought together a reality TV/business mogul and a critically acclaimed Hollywood actor. Despite a high level of secrecy compared to her past relationships, the couple made several high-profile public appearances throughout 2023 and 2024. They confirmed their relationship status by making their red carpet debut as a couple at the 70th David Di Donatello Awards in Rome. More recently, they have been seen together at events, including the premiere of Chalamet's film *Marty Supreme*. As of late 2025, sources and public sightings confirm that Jenner and Chalamet are still very much a couple, continuing their relationship despite the logistical challenges of their high-profile careers. This current romance has shifted the narrative around Kylie Jenner, connecting her to the world of high cinema and a different echelon of Hollywood fame. The public continues to follow this pairing, eager for more details about the unlikely but enduring connection between the *Dune* star and the Kylie Cosmetics founder.