From High School Sweetheart Lourdes Leon to Media Mogul Kylie Jenner: Timothée Chalamet's Evolving Romantic Journey

Timothée Chalamet, the acclaimed actor known for his captivating performances and distinctive charm, has become one of Hollywood's most sought-after heartthrobs. While his on-screen presence often garners significant attention, his romantic life has also been a subject of public fascination. Despite his generally private nature regarding personal matters, Chalamet has been linked to several high-profile individuals, with his relationships often unfolding under the intense glare of the media spotlight. His romantic journey showcases a progression from early high school romance to more public and serious partnerships, reflecting his rise to global fame.

One of Timothée Chalamet's earliest known relationships was with Lourdes Leon, the daughter of pop icon Madonna. The two were classmates at Fiorello H. LaGuardia High School of Music & Art and Performing Arts in New York City, where their romance blossomed around 2013 when they were both 17 years old. Leon later confirmed their past relationship in an April 2021 interview with Vanity Fair, stating, "I respect him a lot; we were a little item." She fondly recalled him as "My first boyfriend," offering a rare glimpse into Chalamet's formative romantic experiences before his widespread fame. While the exact duration of their relationship remains private, it marked a significant early chapter in his romantic history.

As Chalamet's career soared, so did the public interest in his love life. He entered a high-profile relationship with Lily-Rose Depp, the daughter of actor Johnny Depp and singer Vanessa Paradis, beginning in late 2018. Their romance quickly became a subject of tabloid interest, especially after they were photographed together multiple times, including a highly publicized appearance at the Venice Film Festival in September 2019 for the premiere of their film The King. The couple's affectionate displays on a yacht in Capri, Italy, also went viral, cementing their status as a prominent young Hollywood couple. Their relationship was reportedly on-again, off-again, and by April 2020, reports confirmed their split, with Chalamet being referred to as 'single' in a British Vogue interview. The reasons for their separation were not publicly disclosed, but their time together was a notable period in both their careers.

Following his split from Lily-Rose Depp, Chalamet was briefly linked to Mexican actress and singer Eiza González in June 2020. The two were photographed together vacationing in Cabo San Lucas, Mexico, engaging in public displays of affection by a pool. These paparazzi photos fueled speculation about a new romance, coming just months after his previous high-profile breakup. However, this rumored relationship appeared to be short-lived, with reports indicating they had gone their separate ways by October 2020. Neither Chalamet nor González publicly commented on their alleged romance, maintaining their characteristic privacy.

In April 2022, Chalamet was briefly rumored to be dating model and TikTok influencer Sarah Talabi after they were seen together at Coachella. Photos circulated online showing them dancing and allegedly kissing. While Talabi confirmed she was at Coachella and hung out with Chalamet, she did not explicitly confirm a romantic relationship, leaving the nature of their interaction largely unconfirmed by either party and often categorized as a rumor rather than a confirmed romance.

The most recent and widely publicized chapter of Timothée Chalamet's romantic history began in April 2023, when he was first linked to reality television personality and businesswoman Kylie Jenner. Initial reports suggested a casual connection, with sources indicating Jenner "enjoys dating, but her main focus is being a mom." However, their relationship quickly escalated in public visibility. They were first publicly photographed together at Beyoncé's Renaissance World Tour concert in Los Angeles in September 2023, where they were seen hugging and kissing in the VIP section, effectively confirming their romance.

Since then, the couple has made several high-profile appearances together, further solidifying their relationship. They attended the U.S. Open in September 2023, where they were openly affectionate. Their relationship gained even more traction when Jenner supported Chalamet at the 81st Golden Globe Awards in January 2024, sitting together at his table. Sources close to the couple have described their relationship as "super serious and very involved with each other's day to day lives." According to People, an insider stated, > "They’re both real with each other and things have been easy and fun. Timothée reminds Kylie to live in a very ‘present’ way, and she really likes that about him." Their romance has continued to be a significant topic in entertainment news, with the couple reportedly navigating their busy schedules to make the relationship work.

Timothée Chalamet has consistently maintained a degree of privacy regarding his personal life, often expressing discomfort with the intense scrutiny his relationships attract. In a 2018 interview with W Magazine, he revealed his apprehension about the term "date," stating, > "Date is very much a scary word, because then that context has been established. You can always see people on early date behavior." Despite this, his romantic journey has been an integral part of his public narrative, evolving alongside his burgeoning career and showcasing his connections with some of the most prominent young figures in Hollywood. His relationships, whether confirmed or rumored, have consistently captured public attention, highlighting his status as a leading figure in contemporary pop culture.