Kylie Jenner's dating timeline - first boyfriend aged 12 and Hollywood stars (2024)

Kylie Jenner has entered a notable phase in her romantic life with actor Timothée Chalamet, marking a significant departure from her past relationships.

Before Timothée, The Kardashian star's love life was a whirlwind of public relationships and media scrutiny. This includes her time with Tyga and her family life with Travis Scott, with whom she shares two children, Stormi and Aire.

This journey to her current relationship with Timothée showcases Kylie's navigation through the highs and lows of high-profile dating.

Each relationship has played a role in shaping her path to finding a partner who resonates with her on a deeper level.

Kylie's dating history begins with Ramsey IV from 2008 to 2011, when she was just 12-years-old.

Their relationship spanned a significant part of her early adolescence. It was a time when both were navigating the trials of middle school rather than the complexities of a public romance.

This early relationship, largely unseen by the public eye, was Kylie's first step into the world of dating.

Read more:Kylie Jenner fans convinced she's still dating Timothee Chalamet after spotting 'clue'

Kylie and Timothée hard-launched their relationship at the 2024 Golden Globes (Image: Getty)

Cody Simpson entered Kylie's dating timeline in 2011, marking another youthful romance before both stars rose to significant fame.

Their relationship, while short-lived, was part of Kylie's early experiences in the public dating scene.

However, it remained relatively under the radar compared to her later relationships.

In 2013, Kylie's relationship with Jaden Smith introduced her to Jordyn Woods, setting the stage for a long-standing friendship.

Although Kylie and Jaden's romantic involvement was brief and not officially confirmed, it sparked rumors and speculation.

It is believed to have had a big impact on Kylie's relationship with Tyga.

The dynamics between Kylie, Jaden, and their broader social circle underscore the interconnected nature of relationships within Hollywood's young elite.

Jaden Smith and Kylie Jenner in 2013 (Image: Getty)

Later, in 2013, Kylie's connection with Lil Twist added another layer to her dating history.

Their romance was characterized by a flurry of flirtatious exchanges and public outings. While their relationship was short, it highlighted Kylie's navigations through various relationships in her teenage years.

Despite the brevity of their romance, Kylie and Lil Twist maintained a friendship, showcasing her ability to keep connections beyond the romantic sphere.

Kylie's relationship with Tyga, starting in 2014, brought her love life into the center of public discourse, marked by controversy and intense media scrutiny.

Their on-again, off-again status, coupled with the public's concern over Kylie's age, created a tumultuous chapter in her dating history.

Despite the challenges, their relationship was a significant part of Kylie's life until their final breakup in 2017.

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Travis Scott and Kylie Jenner at the 2018 Met Gala (Image: Getty)

The brief interlude with PartyNextDoor in 2016 offered Kylie a moment of exploration and rebound after her intense relationship with Tyga.

Their connection, highlighted in a music video and interviews, seemed to reflect a period of self-discovery for Kylie.

This phase, while not deeply serious, was a step in Kylie's journey towards understanding her own needs and desires in relationships.

Kylie and Travis' relationship from 2017 to 2023 represented a mature and significant chapter in Kylie's life. Most notably, it is marked by the birth of their children and a deep, albeit sometimes turbulent, connection.

Their journey together, filled with both love and challenges, showcased Kylie's growth into motherhood and her evolving priorities.

The pair eventually separated due to differing lifestyles.

Following her breakup with Travis, 2019 brought whispers of Kylie spending time with Drake.

Despite all the talk, Kylie kept things low-key, showing she likes to keep some cards close to her chest, even in the limelight.

This rumored fling with Drake highlights how Kylie juggles privacy with the constant buzz around her love life.

Kylie's current relationship with Timothée, starting in 2023, opened a new chapter of romance that seems distinct from her past experiences.

Their relationship has been described as casual yet enjoyable. It has also allowed Kylie to explore a new dynamic free from the intense scrutiny that characterized her previous relationships.

Kylie returns with the rest of her famous family with a new season of The Kardashians on May 23 on Hulu.

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